Azaindole derivatives, process for their preparation, and their use as antitumor agents

ABSTRACT

Novel 1H-pyrrolo[2,3-b]pyridines which are represented by formula (I):                    
     wherein R is a hydrogen or halogen atom or a group selected from —CN, —OH, —OCOR 4 , —(CH 2 ) n NH 2 , —(CH 2 ) n NHR 4 , —(CH 2 ) n NHCOR 4 , —(CH 2 ) n NHCONR 4 R 5 , —(CH 2 ) n NHCOOR 4 , or —(CH 2 ) n NHSO 2 R 4 , wherein n is either 0 or 1, R 4  and R 5  are as described in the specification; R 1  is hydrogen or an optionally substituted alkyl group; R 2  is an optionally substituted group selected from alkyl or aryl; R 3  is hydrogen or a group selected from —CONR 4 R 5 , —COOR 4 , —CONHOR 4 , —SO 2 NHR 4 , alkylsulphonylaminocarbonyl or perfluorinated alkylsulphonylaminocarbonyl; or a pharmaceutically acceptable salt thereof, are disclosed. These compounds are useful for treating cell proliferative disorders associated with an altered cell dependent kinase activity.

The present invention relates to azaindole derivatives and, more inparticular, to 1H-pyrrolo[2,3-b]pyridine derivatives, to a process fortheir preparation, to pharmaceutical compositions comprising them and totheir use as therapeutic agents, particularly in the treatment of cancerand cell proliferative disorders.

Several cytotoxic drugs such as, e.g. fluorouracil (5-FU), doxorubicinand camptothecins result to damage DNA or to affect cellular metabolicpathways and thus cause, in many cases, an indirect block of the cellcycle.

Therefore, by producing an irreversible damage to both normal and tumorcells, these agents result in a significant toxicity and side-effects.

In this respect, compounds capable of being highly specific antitumoragents by selectively leading to tumor cell arrest and apoptosis, withcomparable efficacy but reduced toxicity than the currently availabledrugs, are desirable. It is well known in the art that progressionthrough the cell cycle is governed by a series of checkpoint controls,otherwise referred to as restriction points, which are regulated by afamily of enzymes known as the cyclin-dependent kinases (cdk).

In their turn, the cdks themselves are regulated at many levels such as,for instance, binding to cyclins.

The coordinated activation and inactivation of different cyclin/cdkcomplexes is necessary for normal progression through the cell cycle.Both the critical G1-S and G2-M transitions are controlled by theactivation of different cyclin/cdk activities. In G1, both cyclin D/cdk4and cyclin E/cdk2 are thought to mediate the onset of S-phase.

Progression through S-phase requires the activity of cyclin A/cdk2whereas the activation of cyclin A/cdc2 (cdk1) and cyclin B/cdc2 arerequired for the onset of metaphases.

For a general reference to cyclins and cyclin-dependent kinases see, forinstance, Kevin R. Webster et al. in Exp. Opin. Invest. Drugs, 1998,Vol. 7 (6), 865-887.

Checkpoint controls are defective in tumor cells due, in part, todisregulation of cdk activity. For example, altered expression of cyclinE and cdk's has been observed in tumor cells, and deletion of the cdkinhibitor p27 KIP gene in mice has been shown to result in a higherincidence of cancer.

Increasing evidence supports the idea that the cdks are rate-limitingenzymes in cell cycle progression and, as such, represent moleculartargets for therapeutic intervention. In particular, the directinhibition of cdk/cyclin kinase activity should be helpful inrestricting the unregulated proliferation of a tumor cell.

It has now been found that the 1H-pyrrolo{2,3-b]pyridine derivatives ofthe invention are endowed with cdk/cyclin kinase inhibitory activity andare thus useful in therapy as antitumor agents whilst lacking, in termsof both toxicity and side effects, the aforementioned drawbacks knownfor currently available antitumor drugs.

More specifically, the compounds of this invention are useful in thetreatment of a variety of cancers including, but not limited to:carcinoma such as bladder, breast, colon, kidney, liver, lung, includingsmall cell lung cancer, esophagus, gall-bladder, ovary, pancreas,stomach, cervix, thyroid, prostate, and skin, including squamous cellcarcinoma; hematopoietic tumors of lymphoid lineage, including leukemia,acute lymphocitic leukemia, acute lymphoblastic leukemia, B-celllymphoma, T-cell-lymphoma, Hodgkin's lymphoma, non-Hodgkin's lymphoma,hairy cell lymphoma and Burkett's lymphoma; hematopoietic tumors ofmyeloid lineage, including acute and chronic myelogenous leukemias,myelodysplastic syndrome and promyelocytic leukemia; tumors ofmesenchymal origin, including fibrosarcoma and rhabdomyosarcoma; tumorsof the central and peripheral nervous system, including astrocytoma,neuroblastoma, glioma and schwannomas; other tumors, including melanoma,seminoma, teratocarcinoma, osteosarcoma, xenoderoma pigmentosum,keratoctanthoma, thyroid follicular cancer and Kaposi's sarcoma.

Due to the key role of cdks in the regulation of cellular proliferation,these azaindoles are also useful in the treatment of a variety of cellproliferative disorders such as, for instance, benign prostatehyperplasia, familial adenomatosis polyposis, neuro-fibromatosis,psoriasis, vascular smooth cell proliferation associated withatherosclerosis, pulmonary fibrosis, arthritis glomerulonephritis andpost-surgical stenosis and restenosis.

The compounds of the invention can be useful in the treatment ofAlzheimer's disease, as suggested by the fact that cdk5 is involved inthe phosphorylation of tau protein (J. Biochem., 117, 741-749, 1995;FEBS Lett., 459, 421-426, 1999).

The compounds of this invention, as modulators of apoptosis, could beuseful in the treatment of cancer, viral infections, prevention of AIDSdevelopment in HIV-infected individuals, autoimmune diseases andneurodegenerative disorder.

The compounds of this invention could be useful in inhibiting tumorangiogenesis and metastasis.

The compounds of this invention may also act as inhibitors of otherprotein kinases, e.g. protein kinase C, her2, raf1, MEK1, MAP kinase,EGF receptor, VEGF receptor, PDGF receptor, IGF receptor, PI3 kinase,weel kinase, Src, Abl and thus be effective in the treatment of diseasesassociated with other protein kinases.

The compounds of the invention are also useful in the treatment and/orprevention of chemotherapy-induced or radiotherapy-induced alopecia.

Several 1H-pyrrolo[2,3-b]pyridines are known in the art as therapeuticagents. Among them are some cyanoacrylamido derivatives active astyrosine kinase inhibitors as reported in WO 96/00226, in the name ofthe applicant.

Some other acrylamido-1H-pyrrolo[2,3-b]pyridines are disclosed asantiallergic agents, as reported in Chem. Pharm. Bull., 37(3), 684-7(1989).

Accordingly, the present invention provides a method for treating cellproliferative disorders associated with an altered cell dependent kinaseactivity, by administering to a mammal in need thereof an effectiveamount of a 1H-pyrrolo[2,3-b]pyridine represented by formula (I):

wherein

R is a hydrogen or halogen atom or a group selected from —CN, —OH,—OCOR₄, —(CH₂)_(n)NH₂, —(CH₂)_(n)NHR₄, —(CH₂)_(n)NHCOR₄,—(CH₂)_(n)NHCONR₄R₅, —(CH₂)_(n)NHCOOR₄, or —(CH₂)_(n)NHSO₂R₄, wherein nis either 0 or 1, R₄ and R₅ are, independently from each other, hydrogenor an optionally substituted group selected from alkyl, alkenyl,alkynyl, cycloalkyl, cycloalkylalkyl, cycloalkylalkenyl,cycloalkylalkynyl, heterocyclyl, heterocyclylalkyl, heterocyclylalkenyl,heterocyclylalkynyl, aryl, arylalkyl, arylalkenyl, arylalkynyl or, takentogether to the nitrogen atom to which they are bonded, form anoptionally substituted heterocyclyl group such as pyrrolidine,piperidine, piperazine and morpholine;

R₁ is hydrogen or an optionally substituted alkyl group;

R₂ is an optionally substituted group selected from alkyl or aryl;

R₃ is hydrogen or a group selected from —CONR₄R₅, —COOR₄, —CONHOR₄,—SO₂NHR₄, alkylsulphonylaminocarbonyl or perfluorinatedalkylsulphonylaminocarbonyl; wherein R₄ and R₅ have the above reportedmeanings;

or a pharmaceutically acceptable salt thereof.

In a preferred embodiment of the method described above, the cellproliferative disorder is selected from the group consisting of cancer,Alzheimer's disease, viral infections, auto-immune diseases andneurodegenerative disorders.

Specific types of cancer that may be treated include carcinoma,hematopoietic tumors of lymphoid lineage, hematopoietic tumors ofmyeloid lineage, tumors of mesenchymal origin, tumors of the central andperipheral nervous system, melanoma, seminoma, teratocarcinoma,osteosarcoma, xenoderoma pigmentosum, keratoctanthoma, thyroidfollicular cancer and Kaposi's sarcoma.

In another preferred embodiment of the method described above, the cellproliferative disorder is selected from benign prostate hyperplasia,familial adenomatosis polyposis, neuro-fibromatosis, psoriasis, vascularsmooth cell proliferation associated with atherosclerosis, pulmonaryfibrosis, arthritis glomerulonephritis and post-surgical stenosis andrestenosis.

In addition, the inventive method provides tumor angiogenesis andmetastasis inhibition.

The compounds of this invention may also act as inhibitors of otherprotein kinases, e.g. protein kinase C, her2, raf1, MEK1, MAP kinase,EGF receptor, VEGF receptor, PDGF receptor, IGF receptor, PI3 kinase,weel kinase, Src, Abl and thus be effective in the treatment of diseasesassociated with other protein kinases.

The present invention further provides a compound which is a1H-pyrrolo{2,3-b]pyridine derivative represented by formula (I):

wherein

R is a hydrogen or halogen atom or a group selected from —CN, —OH,—OCOR₄, —(CH₂)_(n)NH₂, —(CH₂)_(n)NHR₄, —(CH₂)_(n)NHCOR₄,—(CH₂)_(n)NHCONR₄R₅, —(CH₂)_(n)NHCOOR₄, or —(CH₂)_(n)NHSO₂R₄, wherein nis either 0 or 1, R₄ and R₅ are, independently from each other, hydrogenor an optionally substituted group selected from alkyl, alkenyl,alkynyl, cycloalkyl, cycloalkylalkyl, cycloalkylalkenyl,cycloalkylalkynyl, heterocyclyl, heterocyclylalkyl, heterocyclylalkenyl,heterocyclylalkynyl, aryl, arylalkyl, arylalkenyl, arylalkynyl or, takentogether to the nitrogen atom to which they are bonded, form anoptionally substituted heterocyclyl group such as pyrrolidine,piperidine, piperazine and morpholine;

R₁ is hydrogen or an optionally substituted alkyl group;

R₂ is an optionally substituted group selected from alkyl or aryl;

R₃ is hydrogen or a group selected from —CONR₄R₅, —COOR₄, —CONHOR₄,—SO₂NHR₄, alkylsulphonylaminocarbonyl or perfluorinatedalkylsulphonylaminocarbonyl; wherein R₄ and R₅ have the above reportedmeanings;

or a pharmaceutically acceptable salt thereof.

In the present description, unless otherwise specified, with the termhalogen atom we intend a fluorine, chlorine, bromine or iodine atom.

As used herein and unless otherwise indicated, alkyl stands for straightor branched lower C₁-C₆ alkyl groups such as, for instance, methyl,ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, t-butyl,n-pentyl, n-hexyl, and the like.

Unless otherwise specified, the terms alkenyl and alkynyl refer to astraight or branched hydrocarbon chain radical with from 2 to 6 carbonatoms and at least one carbon to carbon double or triple bond,respectively.

Unless otherwise specified, with the term cycloalkyl we intend a C₃-C₆cycloalkyl group such as, for instance, cyclopropyl, cyclobutyl,cyclopentyl and cyclohexyl as well as a bridged cycloalkyl group withfrom 6 to 10 carbon atoms such as adamantane.

The term aryl stands for mono-, bi- or poly- carbocyclic or heterocyclichydrocarbons with from 1 to 4 ring moieties, either fused or linked toeach other by single bonds, wherein at least one of the rings isaromatic.

The term heterocycle, hence encompassing heteroaromatic rings alsoreferred to as aryl, relates to a 5 or 6 membered saturated orunsaturated carbocycle wherein one or more carbon atoms are replaced byone or more atoms selected from nitrogen, oxygen and sulphur.

Example of preferred aryl groups are, for instance, phenyl, 1-naphtyl,2-naphthyl, indanyl, indenyl, biphenyl, benzocycloalkyl, e.g.bicyclo[4.2.0]octa-1,3,5,-triene, benzodioxolyl, as well as optionallybenzocondensed pyrrolyl, furyl, thienyl, imidazolyl, pyrazolyl,thiazolyl, oxazolyl, isoxazolyl, pyridyl, pyrazinyl, pyrimidyl,tetrazolyl, thiadiazolyl, oxadiazolyl, triazolyl, pyridazinyl and thelike.

As noted above, each of the R₁, R₂, R₄ and R₅ groups may be furthersubstituted in any of the free positions by one or more groups, forinstance 1 to 6 groups, selected from: halogen, nitro, oxo groups (=O),carboxy, cyano, alkyl, perfluorinated alkyl, perfluorinated alkoxy,alkenyl, alkynyl, cycloalkyl, aryl, heterocyclyl; amino groups andderivatives thereof such as, for instance, alkylamino,alkoxycarbonylalkylamino, dialkylamino, arylamino, diarylamino, ureido,alkylureido or arylureido; carbonylamino groups and derivatives thereofsuch as, for instance, hydrogenocarbonylamino (HCONH—),alkylcarbonylamino, alkenylcarbonylamino, arylcarbonylamino,alkoxycarbonylamino, aryloxycarbonylamino; oxygen-substituted oximessuch as, for instance, alkoxycarbonylalkoxyimino or alkoxyimino; hydroxygroups and derivatives thereof such as, for instance, alkoxy, aryloxy,alkylcarbonyloxy, arylcarbonyloxy, alkylaminocarbonyloxy,arylaminocarbonyloxy, cycloalkyloxy, cycloalkenyloxy; carbonyl groupsand derivatives thereof such as, for instance, alkylcarbonyl,arylcarbonyl, alkoxycarbonyl, aryloxycarbonyl, cycloalkyloxycarbonyl,aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl;arylaminocarbonyl, sulfurated derivatives such as, for instance,alkylthio, arylthio, alkylsulphonyl, arylsulphonyl, alkylsulfamoyl,arylsulfamoyl, alkylsulphinyl, arylsulphinyl, arylsulphonyloxy,aminosulfonyl, alkylaminosulphonyl, dialkylaminosulphonyl orarylaminosulphonyl.

In their turn, whenever appropriate, each of the above possiblesubstituents may be further substituted by one or more of theaforementioned groups. Compounds of formula (I) wherein the given R₁,R₂, R₄ and R₅ groups are substituted by one or more of theaforementioned substituents which, in turn, are optionally furthersubstituted as set forth above, are given below.

Just as an example, the compound3-(6-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamideis represented by formula (I) wherein R₁ is hydrogen; R₂ is aryl (e.g.phenyl); R₃ is CONR₄R₅ wherein both R₄ and R₅ are hydrogen atoms (e.g.CONH₂); R is —(CH₂)_(n)NHCOR₄ wherein n is 0 and R₄ is an alkyl group(e.g. methyl) wherein the alkyl is further substituted by aryl (e.g.phenyl) which, in turn, is substituted by hydroxy.

With the term perfluorinated alkyl and alkoxy group we intend a C₁-C₆alkyl or alkoxy group further substituted by more than one fluorine atomsuch as, for instance, trifluoromethyl, 2,2,2-trifluoroethyl,1,1,2,2,2-pentafluoroethyl, trifluoromethoxy and the like.

Pharmaceutically acceptable salts of the compounds of formula (I) arethe acid addition salts with inorganic or organic, e.g. nitric,hydrochloric, hydrobromic, sulphuric, perchloric, phosphoric, acetic,trifluoroacetic, propionic, glycolic, lactic, oxalic, malonic, malic,maleic, tartaric, citric, benzoic, cinnamic, mandelic, methanesulphonic,isethionic and salicylic acid, as well as the salts with inorganic ororganic bases, e.g. alkali or alkaline-earth metals, especially sodium,potassium, calcium or magnesium hydroxides, carbonates or bicarbonates,acyclic or cyclic amines, preferably methylamine, ethylamine,diethylamine, triethylamine or piperidine.

The compounds of formula (I) may have asymmetric carbon atoms and maytherefore exist either as racemic admixtures or as individual opticalisomers.

Accordingly, the use as an antitumor agent of all the possible isomersand their admixtures and of both the metabolites and thepharmaceutically acceptable bio-precursors (otherwise referred to aspro-drugs) of the compounds of formula (I) are also within the scope ofthe present invention.

As above reported, within the compounds of formula (I) wherein R isother than hydrogen, R itself may be in any of the free positions of thepyridine ring, hence leading to 4-, 5- or 6-substituted1H-pyrrolo[2,3-b]pyridine derivatives.

Preferred compounds of the invention are the compounds of formula (I)wherein R is hydrogen, halogen, cyano, hydroxy or a group —OCOR₄,—(CH₂)_(n)NH₂, —(CH₂)_(n)NHR₄, —(CH₂)_(n)NHCOR₄, —(CH₂)_(n)NHCONR₄R₅,—(CH₂)_(n)NHCOOR₄, —(CH₂)_(n)NHSO₂R₄, wherein n is 0 or 1 and R₄ and R₅are, each independently, hydrogen or an optionally substituted groupselected from alkyl, heterocyclyl, aryl or arylalkyl or, taken togetherto the nitrogen atom to which they are bonded, R₄ and R₅ form anoptionally substituted pyrrolidino, piperidino, piperazino or morpholinogroup; and R₁, R₂ and R₃ have the above reported meanings.

Still more preferred, within this latter class, are the compounds offormula (I) wherein R₃ is hydrogen or a group selected from —CONR₄R₅,—COOR₄ or —CONHOR₄ wherein R₄ is as above defined.

Examples of preferred compounds of the invention, whenever appropriatein the form of pharmaceutically acceptable salts, e.g. hydrobromide orhydrochloride salts, are the following:

1. 3-(6-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

2.3-(6-acetylamino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

3. 3-(6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

4. 3-(6-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

5. 3-(6-cyano-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

6. 3-(6-hydroxy-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

7.3-[6-(aminomethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

8.3-{6-[(methylamino)methyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

9.3-{6-[(benzylamino)methyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

10.N-({3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}methyl)benzamide;

11.2-phenyl-3-(6-{[(phenylacetyl)amino]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

12. 3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-ylbenzoate;

13. 3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-ylacetate;

14.3-[6-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

15.3-[6-(ethylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

16.3-[6-(isopropylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

17.3-[6-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

18. 3-(6-anilino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

19.3-[6-(4-bromoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

20.3-[6-(3-hydroxyanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

21.3-{6-[4-(aminosulfonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

22.4-({3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}amino)benzamide;

23. 3-[6-(3-aminoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;

24.2-phenyl-3-[6-(3-pyridinylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;

25.2-phenyl-3-[6-(1,3-thiazol-2-ylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;

26.3-[6-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

27.3-(6-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

28.3-[6-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

29.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}benzamide;

30.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-4-bromobenzamide;

31.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-3-hydroxybenzamide;

32.3-amino-N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}benzamide;

33.3-[6-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

34.2-phenyl-3-{6-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

35.3-(6-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

36.3-(6-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

37.3-(6-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

38.2-phenyl-3-{6-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

39.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-1H-indole-3-carboxamide;

40.3-{6-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

41.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-2-thiophenecarboxamide;

42.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}[1,1′-biphenyl]-4-carboxamide;

43.3-{6-[([1,1′-biphenyl]-4-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

44.3-{6-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

45.2-phenyl-3-{6-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

46.3-{6-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

47.3-(6-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

48.3-{6-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

49.3-(6-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

50.3-(6-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

51.3-(6-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

52.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-1-piperidinecarboxamide;

53.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-4-methyl-1-piperazinecarboxamide;

54.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-4-morpholinecarboxamide;

55.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-1-pyrrolidinecarboxamide;

56. ethyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-ylcarbamate;

57. tert-butyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-ylcarbamate;

58.3-{6-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

59.2-phenyl-3-{6-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

60.2-phenyl-3-(6-{[(phenylsulfonyl)methyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

61.3-(6-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

62.3-{6-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

63. 3-(4-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

64. 3-(4-anilino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

65.3-[4-(4-bromoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

66.3-[4-(3-hydroxyanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

67.3-{4-[4-(aminosulfonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

68.4-({3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}amino)benzamide;

69.3-[4-(3-aminoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

70.2-phenyl-3-[4-(3-pyridinylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;

71.2-phenyl-3-[4-(1,3-thiazol-2-ylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;

72. 3-(4-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

73.3-[4-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

74.3-[4-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

75.3-[4-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

76.3-(4-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

77.3-[4-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

78.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}benzamide;

79.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-4-bromobenzamide;

80.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-3-hydroxybenzamide;

81.3-amino-N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}benzamide;

82.3-[4-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

83.2-phenyl-3-{4-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

84.3-(4-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

85.3-(4-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

86.3-(4-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

87.2-phenyl-3-{4-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

88.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-indole-3-carboxamide;

89.3-{4-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

90.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-2-thiophenecarboxamide;

91.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[-b]pyridin-3-yl}-2-phenyl-2-propenamide;

93.2-phenyl-3-{4-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

94.3-{4-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

95.3-(4-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

96.3-{4-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

97.3-(4-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

98.3-(4-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

99.3-(4-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

100.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1-piperidinecarboxamide;

101.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1-pyrrolidinecarboxamide;

102.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-4-methyl-1-piperazinecarboxamide;

103.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-4-morpholinecarboxamide;

104. 1-ethyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-ylcarbamate;

105. 1-tert-butyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-ylcarbamate;

106.3-{4-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

107.2-phenyl-3-{4-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

108.3-{4-[(benzylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

109.3-{4-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

110.3-(4-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

111. 3-(5-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

112.3-[5-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

113.3-[5-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

114.3-[5-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

115.3-(5-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

116.3-[5-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

117.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}benzamide;

118.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-4-bromobenzamide;

119.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-3-hydroxybenzamide;

120.3-amino-N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}benzamide;

121.3-[5-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

122.2-phenyl-3-{5-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

123.3-(5-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

124.3-(5-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

125.3-(5-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

126.2-phenyl-3-{5-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

127.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-1H-indole-3-carboxamide;

128.3-{5-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

129.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-2-thiophenecarboxamide;

130.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}[1,1′-biphenyl]-4-carboxamide;

131.3-{5-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

132.2-phenyl-3-{5-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

133.3-{5-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

134.3-(5-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

135.3-{5-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

136.3-(5-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

137.3-(5-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

138.3-(5-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

139.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-1-piperidinecarboxamide;

140.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-1-pyrrolidinecarboxamide;

141.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-4-methyl-1-piperazinecarboxamide;

142.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-4-morpholinecarboxamide;

143. ethyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-ylcarbamate;

144. tert-butyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-ylcarbamate;

145.3-{5-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

146.2-phenyl-3-{5-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

147.3-{5-[(benzylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

148.3-{5-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

149.3-(5-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

150. 3-(6-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

151.3-(6-acetylamino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

152. 3-(6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

153. 3-(6-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

154. 3-(6-cyano-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

155. 3-(6-hydroxy-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

156.3-[6-(aminomethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

157.3-{6-[(methylamino)methyl]-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

158.3-(6-[(benzylamino)methyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

159.3-{6-[(benzoylamino)methyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

160.2-phenyl-3-(6-{[(phenylacetyl)amino]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

161.3-[6-(benzoyloxy)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

162.3-[6-(acetyloxy)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

163.3-[6-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

164.3-[6-(ethylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

165.3-[6-(isopropylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

166.3-[6-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

167. 3-(6-anilino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

168.3-[6-(4-bromoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

169.3-[6-(3-hydroxyanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

170.3-{6-[4-(aminosulfonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

171.3-{6-[4-(aminocarbonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

172. 3-[6-(3-aminoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenoicacid;

173.2-phenyl-3-[6-(3-pyridinylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenoicacid;

174.2-phenyl-3-[6-(1,3-thiazol-2-ylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenoicacid;

175.3-[6-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

176.3-(6-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

177.3-[6-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

178.3-[6-(benzoylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

179.3-{6-[(4-bromobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

180.3-{6-[(3-hydroxybenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

181.3-{6-[(3-aminobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

182.3-[6-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

183.2-phenyl-3-{6-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

184.3-(6-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

185.3-(6-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

186.3-(6-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

187.2-phenyl-3-{6-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

188.3-{6-[(1H-indol-3-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

189.3-{6-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

190.2-phenyl-3-{6-[(2-thienylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

191.3-{6-[([1,1′-biphenyl]-4-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

192.3-{6-[([1,1′-biphenyl]-4-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

193.3-{6-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

194.2-phenyl-3-{6-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

195.3-{6-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

196.3-(6-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

197.3-{6-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

198.3-(6-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

199.3-(6-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

200.3-(6-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

201.2-phenyl-3-{6-[(1-piperidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

202.2-phenyl-3-{6-[(1-pyrrolidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

203.3-(6-{[(4-methyl-1-piperazinyl)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

204.3-{6-[(4-morpholinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

205.3-{6-[(ethoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

206.3-{6-[(tert-butoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

207.3-{6-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

208.2-phenyl-3-{6-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

209.2-phenyl-3-(6-{[(phenylsulfonyl)methyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

210.3-(6-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

211.3-{6-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

212. 3-(4-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

213. 3-(4-anilino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

214.3-[4-(4-bromoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

215.3-[4-(3-hydroxyanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

216.3-{4-[4-(aminosulfonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

217.3-{4-[4-(aminocarbonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

218.3-[4-(3-aminoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

219.2-phenyl-3-[4-(3-pyridinylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenoicacid;

220.2-phenyl-3-[4-(1,3-thiazol-2-ylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenoicacid;

221. 3-(4-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

222.3-[4-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

223.3-[4-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

224.3-[4-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

225.3-(4-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

226.3-[4-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

227.3-[4-(benzoylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

228.3-{4-[(4-bromobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

229.3-{4-[(3-hydroxybenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

230.3-{4-[(3-aminobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

231.3-[4-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

232.2-phenyl-3-{4-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

233.3-(4-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

234.3-(4-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

235.3-(4-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

236.2-phenyl-3-{4-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

237.3-{4-[(1H-indol-3-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

238.3-{4-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

239.2-phenyl-3-(4-[(3-thienylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

240.3-{4-[([1,1′-biphenyl]-4-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

241.3-{4-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

242.2-phenyl-3-{4-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

243.3-{4-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

244.3-(4-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

245.3-{4-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

246.3-(4-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

247.3-(4-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

248.3-(4-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

249.2-phenyl-3-{4-[(1-piperidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

250.2-phenyl-3-{4-[(1-pyrrolidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

251.3-(4-{[(4-methyl-1-piperazinyl)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

252.3-{4-[(4-morpholinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

253.3-{4-[(ethoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

254.3-{4-[(tert-butoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

255.3-{4-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

256.2-phenyl-3-{4-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

257.3-{4-[(benzylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

258.3-{4-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

259.3-(4-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

260. 3-(5-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

261.3-[5-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

262.3-[5-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

263.3-[5-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

264.3-(5-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

265.3-[5-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

266.3-[5-(benzoylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

267.3-{5-[(4-bromobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

268.3-{5-[(3-hydroxybenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

269.3-{5-[(3-aminobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

270.3-[5-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

271.2-phenyl-3-{5-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

272.3-(5-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

273.3-(5-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

274.3-(5-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

275.2-phenyl-3-{5-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

276.3-{5-[(1H-indol-3-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

277.3-{5-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

278.2-phenyl-3-{5-[(3-thienylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

279.3-{5-[([1,1′-biphenyl]-4-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

280.3-{5-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

281.2-phenyl-3-{5-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

282.3-{5-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

283.3-(5-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

284.3-{5-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

285.3-(5-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

286.3-(5-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

287.3-(5-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

288.2-phenyl-3-{5-[(1-piperidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

289.2-phenyl-3-{5-[(1-pyrrolidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

290.3-(5-{[(4-methyl-1-piperazinyl)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

291.3-{5-[(4-morpholinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

292.3-{5-[(ethoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

293.3-{5-[(tert-butoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

294.3-{5-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

295.2-phenyl-3-{5-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

296.3-{5-[(benzylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

297.3-{5-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

298.3-(5-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

299. 2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

300. 2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;

301. N-butyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

302. 2-(4-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

303. 3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(4-tolyl)-2-propenoic acid;

304.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[2-(trifluoromethyl)phenyl]-2-propenoicacid;

305.2-(1-acetyl-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

306. 2-(1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

307.2-(3-fluoro-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

308.2-(2,3-dihydro-1H-inden-5-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

309. 2-(3-pyridinyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;

310. 2-(4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

311. 2-(4-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

312. 2-(2-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

313. 2-(2-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

314.2-[1,1′-biphenyl]-4-yl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

315.2-(4-hydroxy-5-isopropyl-2-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

316.2-(4-hydroxy-3-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

317. 2-(3-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

318. 2-(3-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

319. 2-(3-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

320.2-(1,3-benzodioxol-5-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

321.2-(3,5-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

322. 2-(3-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

323. 2-(4-butoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

324.2-(3-chloro-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

325.2-[4-(methylsulfonyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

326. 2-(4-ethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

327. 2-(3-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

328. 2-(2-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

329.2-(3,4-dihydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

330. 3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(2-thienyl)-2-propenoic acid;

331. 2-(2-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

332. 2-(2-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

333. 2-(2-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

334.2-(2,4-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

335.2-(2-chloro-6-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

336.2-(2,6-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

337.2-(2,5-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

338.2-(3,4-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

339.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(3,4,5-trimethoxyphenyl)-2-propenoicacid;

340.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[3-(trifluoromethyl)phenyl]-2-propenoicacid;

341.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[4-(trifluoromethyl)phenyl]-2-propenoicacid;

342.2-[3,5-bis(trifluoromethyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

343.2-(2,4-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

344.2-(2,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

345.2-(3,4-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

346.2-(3,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

347.2-[4-(benzyloxy)-3-methoxyphenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

348. 3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(3-thienyl)-2-propenoic acid;

349.2-(5-methoxy-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

350. 2-(1-naphthyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;

351.2-(3-methyl-1-benzothien-2-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

352.2-(3,4-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

353. 2-(4-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

354.2-[4-(acetylamino)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

355. 2-[4-amino-phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

356.2-(5-bromo-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

357.2-(1-methyl-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

358. 2-(4-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

359.2-[2,5-bis(trifluoromethyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

360.2-(2,3,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

361.2-[5-(benzyloxy)-1H-indol-3-yl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

362.2-(2-amino-1,3-thiazol-4-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

363. 2-mesityl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;

364.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[4-(trifluoromethoxy)phenyl]-2-propenoicacid;

365.2-(3,5-ditert-butyl-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

366.2-[4-(2-amino-2-oxoethoxy)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

367.2-{4-[2-oxo-2-(1-pyrrolidinyl)ethoxy]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

368.2-(3-hydroxy-5-methoxy-2-propylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

369. 2-(4-phenoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

370.2-[2-(4-chlorophenyl)-1,3-thiazol-4-yl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

371.2-{3-[(methylsulfonyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

372.2-{4-[(methylsulfonyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

373.2-[4-(l-pyrrolidinyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

374.2-{4-[(2-amino-2-oxoethyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

375. 2-(4-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

376. 3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(4-tolyl)-2-propenamide;

377.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[2-(trifluoromethyl)phenyl]-2-propenamide;

378.2-(1-acetyl-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

379. 2-(1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

380.2-(3-fluoro-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

381.2-(2,3-dihydro-1H-inden-5-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

382. 2-(3-pyridinyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

383.2-(4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

384.2-(4-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

385.2-(2-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

386.2-(2-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

387.2-[1,1′-biphenyl]-4-yl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

388.2-(4-hydroxy-5-isopropyl-2-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

389.2-(4-hydroxy-3-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

390. 2-(3-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

391.2-(3-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

392. 2-(3-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

393.2-(1,3-benzodioxol-5-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

394.2-(3,5-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

395. 2-(3-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

396. 2-(4-butoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

397.2-(3-chloro-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

398.2-[4-(methylsulfonyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

399. 2-(4-ethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

400. 2-(3-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

401. 2-(2-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

402.2-(3,4-dihydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

403. 3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(2-thienyl)-2-propenamide;

404. 2-(2-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

405. 2-(2-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

406. 2-(2-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

407.2-(2,4-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

408.2-(2-chloro-6-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

409.2-(2,6-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

410.2-(2,5-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

411.2-(3,4-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

412.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(3,4,5-trimethoxyphenyl)-2-propenamide;

413.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[3-(trifluoromethyl)phenyl]-2-propenamide;

414.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[4-(trifluoromethyl)phenyl]-2-propenamide;

415.2-[3,5-bis(trifluoromethyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

416.2-(2,4-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

417.2-(2,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

418.2-(3,4-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

419.2-(3,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

420.2-[4-(benzyloxy)-3-methoxyphenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

421. 3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(3-thienyl)-2-propenamide;

422.2-(5-methoxy-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

423. 2-(1-naphthyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

424.2-(3-methyl-1-benzothien-2-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

425.2-(3,4-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

426. 2-(4-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

427.2-[4-(acetylamino)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

428. 2-[4-amino-phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

429.2-(5-bromo-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

430.2-(1-methyl-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

431. 2-(4-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

432.2-[2,5-bis(trifluoromethyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

433.2-(2,3,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

434.2-[5-(benzyloxy)-1H-indol-3-yl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

435.2-(2-amino-1,3-thiazol-4-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

436. 2-mesityl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

437.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[4-(trifluoromethoxy)phenyl]-2-propenamide;

438.2-(3,5-ditert-butyl-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

439.2-[4-(2-amino-2-oxoethoxy)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

440.2-{4-[2-oxo-2-(1-pyrrolidinyl)ethoxy]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

441.2-(3-hydroxy-5-methoxy-2-propylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

442.2-(4-phenoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

443.2-[2-(4-chlorophenyl)-1,3-thiazol-4-yl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

444.2-{3-[(methylsulfonyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

445.2-{4-[(methylsulfonyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

446.2-[4-(1-pyrrolidinyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

447.2-{4-[(2-amino-2-oxoethyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

448. N-benzyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

449.N-(4-methoxyphenyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

450.1-(4-morpholinyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propen-1-one

451.N-(4-chlorophenyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

452.N,N-dimethyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

453.N-isopropyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

454.2-phenyl-1-(1-piperidinyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propen-1-one

455.N-[(3-aminomethyl)-pyridin]-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

456.N-benzyl-N-methyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

457.N-(1H-indazol-6-yl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

458.N-(4-methoxybenzyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

459.N-(4-chlorobenzyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

460.N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

461.N-furfuryl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

462.N-(4-hydroxypiperidin)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

463.N-(3-hydroxypiperidin)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

464.N-(3-methoxyphenyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

465. N,2-diphenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

466.3-[3-(4-methyl-1-piperazinyl)-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridine

467.N-[4-(dimethylamino)phenyl]-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

468.N-(3-chlorophenyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

469.N,N-diethyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

470.3-[3-(4-benzyl-1-piperazinyl)-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridine

471.2-[2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoyl]-1,2,3,4-tetrahydroisoquinoline

472.N-(tert-butoxy)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

473. N-hydroxy-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

474. N-methyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

475.3-{6-[(2-naphthylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

476.2-(3-chloro-4-hydroxyphenyl)-3-{6-[(2-naphthylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

477.3-{6-[(1-naphthylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

478.2-(3-chloro-4-hydroxyphenyl)-3-{6-[(1-naphthylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

479.2-phenyl-3-[6-({[4-(2-thienyl)phenyl]acetyl}amino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;

480.2-(3-chloro-4-hydroxyphenyl)-3-[6-({[4-(2-thienyl)phenyl]acetyl}amino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;

481.2-phenyl-3-[6-({[4-(3-thienyl)phenyl]acetyl}amino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;

482.2-(3-chloro-4-hydroxyphenyl)-3-[6-({[4-(3-thienyl)phenyl]acetyl}amino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;

483.3-(6-{[(3′,4′-difluoro[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

484.2-(3-chloro-4-hydroxyphenyl)-3-(6-{[(3′,4′-difluoro[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

485.3-(6-{[(5′-fluoro-2′-methoxy[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

486.2-(3-chloro-4-hydroxyphenyl)-3-(6-{[(5′-fluoro-2′-methoxy[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

487.3-(6-{[(2′,5′-difluoro[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

488.2-(3-chloro-4-hydroxyphenyl)-3-(6-{[(2′,5′-difluoro[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

489.3-(6-{[(3′-ethoxy[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

490.2-(3-chloro-4-hydroxyphenyl)-3-(6-{[(3′-ethoxy[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide.

Another object of the present invention is a process for preparing thecompounds of formula (I) which is carried out according to methods wellknown to the person skilled in the art, for instance by applying knownreactions to suitable intermediate substrates.

In particular, the compounds of formula (I) object of the presentinvention can be obtained, for instance, by a process comprisingreacting a compound of formula (II)

wherein R and R₁ are as above indicated, with a compound of formula(III)

wherein R₂ is as above indicated and X represents a hydrogen atom, a—COOH carboxy group or a derivative thereof such as —COOR₄ or —CONR₄R₅,wherein R₄ and R₅ are as above indicated, thus obtaining a compound offormula (I) wherein R, R₁ and R₂ are as defined above and R₃ is ahydrogen atom, a —COOH carboxy group or a derivative thereof such as—COOR₄ or —CONR₄R₅, wherein R₄ and R₅ are as above indicated; and, ifdesired, converting the said compound of formula (I) into anothercompound of formula (I) and/or into a salt thereof.

The above process is an analogy process which can be carried outaccording to well known methods.

As an example, the preparation of a compound of formula (I) wherein R₃is a COOH carboxy group, according to the process object of theinvention, is carried out according to conventional techniques byreacting the above compound of formula (II) with an arylacetic acidderivative of formula (III) wherein X is hydrogen, for instance inacetic anhydride in the presence of a suitable base such astriethylamine, pyridine or diisopropylethylamine, at a temperatureranging from about 60° C. to 140° C. for a suitable time, i.e. fromabout 1 hour to several hours.

The preparation of a compound of formula (I) wherein R₃ is hydrogen,according to the process object of the invention, is carried outaccording to conventional techniques by reacting the above compound offormula (II) with a malonic acid derivative of formula (III) wherein Xis a —COOH carboxy group, in the presence of a suitable base such aspyridine, piperidine or mixtures thereof, at a temperature ranging fromabout 60° C. to about 140° C. and for a suitable time varying from about3 hours to several hours.

Likewise, the preparation of a compound of formula (I) wherein R₃ is acarboxy derivative other than COOH, such as —CONR₄R₅ or —COOR₄, iscarried out according to conventional techniques by reacting a compoundof formula (II) with a derivative of formula (III) wherein X is —CONR₄R₅or —COOR₄. Also the optional conversion of a compound of formula (I)into another compound of formula (I) can be carried out according toknown methods.

As an example, compounds of formula (I) wherein R₃ is a group —CONR₄R₅can be also obtained from the corresponding compounds of formula (I)wherein R₃ is COOH, by reaction with a compound of formula

R₄—NH—R₅  (IV)

wherein R₄ and R₅ are as defined above.

The reaction between a compound of formula (IV) and a carboxylic acid offormula (I) can be carried out in the presence of a coupling agent suchas, for instance, carbodiimide, i.e. 1,3-dicyclohexylcarbodiimide,1,3-diisopropylcarbodiimide,O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoborate,1-(3-dimethylaminopropyl)-3-ethylcarbodiimide,N-cyclohexylcarbodiimide-N′-propyloxymethyl polystyrene orN-cyclohexylcarbodiimide-N′-methyl polystyrene, in a suitable solventsuch as, for instance, dichloromethane, chloroform, tetrahydrofuran,diethyl ether, 1,4-dioxane, acetonitrile, toluene, orN,N-dimethylformamide at a temperature ranging from about −20° C. toreflux for a suitable time, i.e. from about 30 min. to about 96 hours,optionally in the presence of a suitable catalyst such as4-dimethylaminopyridine or in the presence of a further coupling reagentsuch as N-hydroxybenzotriazole.

N-hydroxybenzotriazole ammonium salt can be conveniently used as areactant in the preparation of the compounds of formula (I) as aboveindicated wherein R₃ is —CONR₄R₅, R₄ and R₅ being both hydrogen atoms.

The reaction between a compound of formula (IV) and a carboxylic acid offormula (I) can be also carried out, for example, by a mixed anhydridemethod, using an alkyl chloroformate, such as ethyl, iso-butyl, oriso-propyl chloroformate, in the presence of a tertiary base, such astriethylamine, N,N-diisopropylethylamine or pyridine, in a suitablesolvent such as, for instance, toluene, dichloromethane, chloroform,tetrahydrofuran, acetonitrile, diethyl ether, 1,4-dioxane, orN,N-dimethylformamide, at a temperature ranging from about −30° C. toroom temperature.

Compounds of formula (I) wherein R₃ is a —COOR₄ group can be obtainedfrom the corresponding compounds of formula (I) wherein R₃ is COOH byreaction with a compound of formula

R₄—OH  (V)

wherein R₄ is as defined above.

The reaction between a compound of formula (V) and a carboxylic acid offormula (I) is an is an analogy process which can be carried outaccording to well known methods.

Compounds of formula (I) wherein R₃ is —COOR₄ can, in turn, be convertedinto compounds of formula (I) wherein R₃ is —CONR₄R₅ by reaction with acompound of formula (IV) in a suitable solvent such as 1,4-dioxane,tetrahydrofuran, N,N′-dimethylformamide at a temperature ranging fromabout 20° C. to 80° C. for a suitable time, i.e. from about 10 hour toabout 96 hours.

Compounds of formula (I) wherein R₃ is —CONHOR₄ can be obtained from thecorresponding compounds of formula (I) wherein R₃ is COOH by reactionwith a compound of formula

NH₂—OR₄  (VI)

wherein R₄ is as defined above.

The reaction between a compound of formula (VI) and a carboxylic acid offormula (I) can be carried out in the presence of a coupling agent suchas, for instance, carbodiimide, i.e. 1,3-dicyclohexylcarbodiimide,1,3-diisopropylcarbodiimide,O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoborate,1-(3-dimethylaminopropyl)-3-ethylcarbodiimide,N-cyclohexylcarbodiimide-N′-propyloxymethyl polystyrene orN-cyclohexylcarbodiimide-N′-methyl polystyrene in a suitable solventsuch as, for instance, dichloromethane, chloroform, tetrahydrofuran,diethyl ether, 1,4-dioxane, acetonitrile, toluene, orN,N-dimethylformamide at a temperature ranging from about −20° C. toreflux for a suitable time, i.e. from about 30 min. to about 96 hours,optionally in the presence of a suitable catalyst such as4-dimethylaminopyridine or in the presence of a further coupling reagentsuch as N-hydroxybenzotriazole.

The intermediate compounds of formula (II) wherein R₁ is as aboveindicated and R is other than hydrogen are novel and, hence, represent afurther object of the present invention.

The compounds of formula (II) wherein R is as described above and R₁ ishydrogen can be obtained by reacting the compounds of formula (VII)wherein R is as described above

with a formylating agent such as, for instance, hexamethylenetetraminein a solvent such as acetic acid at 33% or phosphorus oxychloride indimethylformamide, at a temperature ranging from room temperature toreflux.

The compounds of formula (II) wherein R is as described above and R₁ isalkyl can be prepared by a process comprising:

a) reacting the compounds of formula (VII) wherein R is as describedabove with methylmagnesium iodide, thus obtaining the compounds offormula (VIII)

 b) reacting them with the compounds of formula (IX)

R₁COCl  (IX)

wherein R₁ is an alkyl group optionally substituted as above defined,thus obtaining the compounds of formula (X)

wherein R and R₁ are as defined above; and

c) hydrolyzing the compounds of formula (X) in the presence of a base.

The above compounds of formula (VIII) can be prepared in a suitablesolvent such as, for instance, diethylether, dioxane, tetrahydrofuran,at a temperature ranging from 0° C. to reflux.

The above compounds of formula (X), in their turn, can be prepared in asuitable solvent such as diethylether, dioxane, tetrahydrofuran, at atemperature ranging from 0° C. to reflux.

The hydrolysis according to step (c) can be then carried out with asuitable base such as sodium hydrate, potassium hydrate, potassiumcarbonate in a suitable solvent, for instance mixtures ofmethanol/water, ethanol/water, tetrahydrofurane/water, at a temperatureranging from room temperature to reflux.

The compounds of formula (VII) where R is amino can be preparedaccording to well known methods reported in the literature. [See, for areference, Bull. Chem. Soc. Jpn., 65, 2992-2997 (1992); J. AM. Chem.Soc., 81, 743-745 (1959); J. Med. Chem., 25, 1258-1261 (1982)].

The compounds of formula (VII) where R is hydroxy, cyano or halogen canbe obtained by conventional methods known in the art, throughnucleophylic substitution of the corresponding diazonium salts.

The compounds of formula (VII) where R is —OCOR₄ and R₄ is as describedabove can be obtained according to well known methods from thecorresponding compounds of formula (VII) wherein R is hydroxy, byreaction with the compounds of formula (XI)

R₄—COOH  (XI)

wherein R₄ is as described above.

The compound of formula (VII) where R is aminomethyl can be obtained byreduction of the corresponding cyano derivative, for instance by usinghydrogen in the presence of a suitable catalyst such as palladium oncharcoal, in a solvent such as methanol or ethanol at room temperature.

The compounds of formula (VII) wherein R is —(CH₂)_(n)NHR₄, n is either0 or 1 and R₄ is alkyl, can be obtained from the compounds of formula(VII) wherein R is —(CH₂)_(n)NH₂ by reaction with a proper carbonyliccompound, in presence of a reductive agent such assodiumcyanoborohydride at room temperature and in a solvent such asmethanol or ethanol.

The compounds of formula (VII) wherein R is NHR₄ and R₄ is aryl, hencealso comprising heteroaryl, can be obtained from the compounds offormula (VII) where R is halogen by nucleophylic substitution with thecorresponding arylamino derivative, in solvents such as dioxane,tetrahydrofuran, toluene, N,N′-dimethylformamide eventually with a basesuch as potassium carbonate, triethylamine, N,N-diisopropylethylamine ata temperature ranging from room temperature to reflux.

The compounds of formula (VII) where R is —(CH₂)_(n)NHR₄, n is 1 and R₄is aryl, as above, can be obtained from the compounds of formula (VII)where R is cyano according to well-known methods requiring thetransformation of the cyano group into a chloromethyl group followed bynucleophylic substitution with the corresponding arylamino derivative.

The compounds of formula (VII) wherein R is —(CH₂)_(n)NHCOR₄ and n iseither 0 or 1 can be obtained by reacting the corresponding compounds(VII) wherein R is —(CH₂)_(n)NH₂ with the compounds of formula (XI)wherein R₄ is as described above, according to well known methods.

The compounds of formula (VII) wherein R is —(CH₂)_(n)NHCONH₂ wherein nis either 0 or 1 can be obtained by reacting the compounds of formula(VII) wherein R is —(CH₂)_(n)NH₂ with sodium cyanate or potassiumcyanate in mixtures of acetic acid-water at room temperature.

The compounds of formula (VII) where R is —(CH₂)_(n)NHCONR₄R₅ wherein nis either 0 or 1 and R₄ and R₅ are as defined above, can be obtained bya process comprising:

a) reacting the compounds of formula (VII) wherein R is —(CH₂)_(n)NH₂with 4-nitrophenylchloroformate, thus obtaining the compounds of formula(XII) wherein n is either 0 or 1:

 b) reacting the above compounds (XII) with the compounds of formula(XIII)

R₄R₅NH  (XIII)

wherein R₄ and R₅ are as defined above.

The compounds of formula (XII) can be obtained as above indicated in thepresence of a tertiary base such as triethylamine, N-methylmorpholine,N,N-diisopropylethylamine or pyridine in a suitable solvent such astoluene, dichloromethane, chloroform, diethylether, tetrahydrofuran,acetonitrile, dioxane or N,N-dimethylformamide, at a temperature rangingfrom about −20° C. to room temperature.

The reaction between a compound of formula (XII) and a compound offormula (XIII) can be carried out in a suitable solvent such as toluene,dichloromethane, chloroform, diethylether, tetrahydrofuran,acetonitrile, dioxane or N,N-dimethylformamide, at a temperature rangingfrom room temperature to reflux.

The compounds of formula (VII) where R is —(CH₂)_(n)NHCOOR₄ wherein n iseither 0 or 1 and R₄ is as defined above, can be obtained by reactingthe compounds of formula (VII) where R is —(CH₂)_(n)NH₂ with thecompounds of formula (XIV):

ClCOOR₄  (XIV)

wherein R₄ is as defined above, in the presence of a tertiary base suchas triethylamine, N-methylmorpholine, N,N-diisopropylethylamine orpyridine in a suitable solvent such as toluene, dichloromethane,chloroform, diethylether, tetrahydrofuran, acetonitrile, dioxane orN,N-dimethylformamide, at a temperature ranging from about −10° C. toroom temperature.

The compounds of formula (VII) where R is —(CH₂)_(n)NHSO₂R₄ wherein n iseither 0 or 1 and R₄ is as defined above, can be obtained by reactingthe compounds of formula (VII) where R is —(CH₂)_(n)NH₂ with compoundsof formula (XV):

ClSO₂R₄  (XV)

wherein R₄ is as defined above, in the presence of a tertiary base suchas triethylamine, N-methylmorpholine, N,N-diisopropylethylamine orpyridine in a suitable solvent such as toluene, dichloromethane,chloroform, diethylether, tetrahydrofuran, acetonitrile, dioxane orN,N-dimethylformamide, at a temperature ranging from about −10° C. toroom temperature.

It is clear to the person skilled in the art that if the compounds offormula (I), prepared according to the above process are obtained as anadmixture of isomers, hence comprising stereoisomers or (E,Z) isomers,their separation into the single isomers of formula (I), carried outaccording to conventional techniques, is still within the scope of thepresent invention.

Likewise, any admixture of isomers of the compounds of formula (I) aswell as the single isomers are within the scope of the presentinvention.

The conversion of the salt of a compound of formula (I) into the freecompound or, alternatively, of the free compound into a salt of formula(I), both carried out according to well-known procedures in the art, isstill within the scope of the invention.

Other optional conversions of a compound of formula (I) into anothercompound of formula (I) can be carried out according to known methods.

As an example, an alkylthio or an arylthio group may be converted intothe corresponding alkylsulfonyl and arylsulfonyl group by reaction, forexample, with m-chloroperbenzoic acid in a suitable solvent such asdichloromethane or chloroform, at a temperature varying between about−5° C. and room temperature.

When preparing the compounds of formula (I) according to the processobject of the present invention, optional functional groups within boththe starting materials or the intermediates thereof, which could giverise to unwanted side reactions, need to be properly protected accordingto conventional techniques.

Likewise, the conversion of these latter into the free deprotectedcompounds may be carried out according to known procedures.

The compounds of formula (III), (IV), (V), (VI), (IX), (XIII), (XIV),(XV), according to the process object of the present invention, areknown compounds or can be obtained according to known methods.

The preparation of the compounds of formula (I), according to theprocess object of the invention, is preferably carried out in a serialmanner according to combinatorial chemistry techniques well known to theman skilled in the art.

As an example, the compounds of formula (I) are prepared by reacting agiven number of compounds of formula (II) in a suitable solvent with agiven number of compounds of formula (III) in a suitable solvent usingsupporting reagents and, then, by separating the resultant compoundsfrom the mixture.

Whenever appropriate, each of the above compounds of formula (I) whereinR₃ is a COOH group are transformed into compounds of formula (I) whereinR₃ is a —COOR₄, —CONR₄R₅ or CONHR₄ wherein R₄ and R₅ are as aboveindicated, by using supporting reagents.

Pharmacology

The compounds of formula (I) are active as cdk/cyclin inhibitors as theygave positive results when tested according to the following procedure.

The inhibiting activity of putative cdk/cyclin inhibitors and thepotency of selected compounds was determined through a method of assaybased on the use of the MultiScreen-PH 96 well plate (Millipore), inwhich a phosphocellulose filter paper was placed at each well bottomallowing binding of positive charged substrate after awashing/filtration step.

When a radioactivity labelled phosphate moiety was transferred by theser/threo kinase to the filter-bound histone, light emitted was measuredin a scintillation counter.

Inhibition Assay of cdk2/Cyclin A Activity

Kinase reaction: 1.5 μM histone H1 substrate, 25 μM ATP (0.2 uCiP33g-ATP), 30 ng of baculovirus co-expressed cdk2/Cyclin A, 10 μMinhibitor in a final volume of 100 μl buffer (TRIS HCl 10 mM pH 7.5,MgCl2 10 mM, 7.5 mM DTT) were added to each well of a 96 U bottom wellplate. After 10 min at 37° C. incubation, reaction was stopped by 20 μlEDTA 120 mM.

Capture: 100 μl were transferred from each well to MultiScreen plate, toallow substrate binding to phosphocellulose filter. Plates were thenwashed 3 times with 150 μl/well PBS Ca++/Mg++ free and filtered byMultiScreen filtration system.

Detection: filters were allowed to dry at 37° C., then 100 μl/wellscintillant were added and 33P labelled histone H1 was detected byradioactivity counting in the Top-Count instrument.

Results: data were analysed and expressed as % inhibition referred tototal activity of enzyme (=100%).

All compounds showing inhibition ≧50% were further analysed in order tostudy and define potency (IC50) as well as the kinetic-profile ofinhibitor through Ki calculation.

IC50 determination: the protocol used was the same described above,where inhibitors were tested at different concentrations ranging from0.0045 to 10 μM. Experimental data were analyzed by the computer programGraphPad Prizm using the four parameter logistic equation:y=bottom+(top−bottom)/(1+10{circumflex over ( )}((log IC50−x)*slope))where x is the logarithm of the inhibitor concentration, y is theresponse; y starts at bottom and goes to top with a sigmoid shape.

Ki calculation: either the concentration of ATP and histone H1 substratewere varied: 4, 8, 12, 24, 48 μM for ATP (containing proportionallydiluted P³³γ-ATP) and 0.4, 0.8, 1.2, 2.4, 4.8 μM for histone were usedin absence and presence of two different, properly chosen inhibitorconcentrations.

Experimental data were analysed by the computer program “SigmaPlot” forKi determination, using a random bireactant system equation:$v = \frac{{Vmax}\quad \frac{(A)(B)}{aKAKB}}{1 + \frac{(A)}{KA} + \frac{(B)}{KB} + \frac{(A)(B)}{aKAKB}}$

where A=ATP and B=histone H1.

In addition the selected compounds have been characterized on a panel ofser/threo kinases strictly related to cell cycle (cdk2/cyclin E,cdk1/cyclin B1, cdk4/Cyclin D1), and for specificity on MAPK, PKA andEGFR.

Inhibition Assay of cdk2/Cyclin E Activity

Kinase reaction: 1.5 μM histone H1 (Sigma # H-5505) substrate, 25 μM ATP(0.2 μCi P³³γ-ATP), 15 ng of baculovirus co-expressed cdk2/GST-Cyclin E,suitable concentrations of inhibitor in a final volume of 100 μl buffer(TRIS HCl 10 mM pH 7.5, MgCl₂ 10 mM, 7.5 mM DTT+0.2 mg/ml BSA) wereadded to each well of a 96 U bottom well plate. After 10 min at 37° C.incubation, reaction was stopped by 20 μl EDTA 120 mM.

Capture: 100 μl were transferred from each well to MultiScreen plate, toallow substrate binding to phosphocellulose filter. Plates were thenwashed 3 times with 150 μl/well PBS Ca⁺⁺/Mg⁺⁺ free and filtered byMultiScreen filtration system.

Detection: filters were allowed to dry at 37° C., then 100 μl/wellscintillant were added and ³³P labelled histone H1 was detected byradioactivity counting in the Top-Count instrument.

Inhibition Assay of cdk1/Cyclin B1 Activity

Kinase reaction: 1.5 μM histone H1 (Sigma # H-5505) substrate, 25 μM ATP(0.2 μCi P³³γ-ATP), 30 ng of baculovirus co-expressed cdk1/Cyclin B1,suitable concentrations of inhibitor in a final volume of 100 μl buffer(TRIS HCl 10 mM pH 7.5, MgCl₂ 10 mM, 7.5 mM DTT+0.2mg/ml BSA) were addedto each well of a 96 U bottom well plate. After 10 min at 37° C.incubation, reaction was stopped by 20 μl EDTA 120 mM.

Capture: 100 μl were transferred from each well to MultiScreen plate, toallow substrate binding to phosphocellulose filter. Plates were thenwashed 3 times with 150 μl/well PBS Ca⁺⁺/Mg⁺⁺ free and filtered byMultiScreen filtration system.

Detection: filters were allowed to dry at 37° C., then 100 μl/wellscintillant were added and ³³P labelled histone H1 was detected byradioactivity counting in the Top-Count instrument.

Inhibition Assay cdk4/Cyclin D1 Activity

Kinase reaction: 0,4 uM μM mouse GST-Rb(769-921) (# sc-4112 from SantaCruz) substrate, 10 μM ATP (0.5 μCi P³³γ-ATP), 100 ng of baculovirusexpressed GST-cdk4/GST-Cyclin D1, suitable concentrations of inhibitorin a final volume of 50 μl buffer (TRIS HCl 10 mM pH 7.5, MgCl₂ 10 mM,7.5 mM DTT+0.2 mg/ml BSA) were added to each well of a 96 U bottom wellplate. After 40 min at 37° C. incubation, reaction was stopped by 20 μlEDTA 120 mM.

Capture: 60 μl were transferred from each well to MultiScreen plate, toallow substrate binding to phosphocellulose filter. Plates were thenwashed 3 times with 150 μl/well PBS Ca⁺⁺/Mg⁺⁺ free and filtered byMultiScreen filtration system.

Detection: filters were allowed to dry at 37° C., then 100 μl/wellscintillant were added and ³³P labelled Rb fragment was detected byradioactivity counting in the Top-Count instrument.

Inhibition Assay of MAPK Activity

Kinase reaction: 10 μM MBP (Sigma # M-1891) substrate, 25 μM ATP (0.2μCi P³³γ-ATP), 25 ng of bacterially expressed GST-MAPK (UpstateBiotechnology # 14-173), suitable concentrations of inhibitor in a finalvolume of 100 μl buffer (TRIS HCl 10 mM pH 7.5, MgCl₂ 10 mM, 7.5 mMDTT+0.1 mg/ml BSA) were added to each well of a 96 U bottom well plate.After 15 min at 37° C. incubation, reaction was stopped by 20 μl EDTA120 mM.

Capture: 100 μl were transferred from each well to MultiScreen plate, toallow substrate binding to phosphocellulose filter. Plates were thenwashed 3 times with 150 μl/well PBS Ca⁺⁺/Mg⁺⁺ free and filtered byMultiScreen filtration system.

Detection: filters were allowed to dry at 37° C., then 100 μl/wellscintillant were added and ³³P labelled MBP was detected byradioactivity counting in the Top-Count instrument.

Inhibition Assay of PKA Activity

Kinase reaction: 10 μM histone H1 (Sigma # H-5505) substrate, 10 μM ATP(0.2 μCi P³³γ-ATP), 1 U of bovine heart PKA (Sigma # 2645), suitableconcentrations of inhibitor in a final volume of 100 μl buffer (TRIS HCl10 mM pH 7.5, MgCl₂ 10 mM, 7.5 mM DTT+0.2 mg/ml BSA) were added to eachwell of a 96 U bottom well plate. After 5 min at 37° C. incubation,reaction was stopped by 20 μl EDTA 120 mM.

Capture: 100 μl were transferred from each well to MultiScreen plate, toallow substrate binding to phosphocellulose filter. Plates were thenwashed 3 times with 150 μl/well PBS Ca⁺⁺/Mg⁺⁺ free and filtered byMultiScreen filtration system.

Detection: filters were allowed to dry at 37° C., then 100 μl/wellscintillant were added and ³³P labelled histone H1 was detected byradioactivity counting in the Top-Count instrument.

Inhibition Assay of EGFR Activity

Kinase reaction: 25 nM in house biotinylated PolyGluTyr (Sigma # 0275)substrate, 2,5 μM ATP (0.3 μCi P³³γ-ATP), 80 ng baculovirus expressedGST-EGFR, suitable concentrations of inhibitor in a final volume of 100μl buffer (Hepes 50 mM pH 7,5, MnCl₂—MgCl₂ 3 mM, 1 mM DTT+3 μM NaVO3,0.1 mg/ml BSA) were added to each well of a 96 U bottom well plate.After 5 min. at 37° C. incubation, reaction was stopped by 20 μl EDTA120 mM.

Capture: 100 μl were transferred from each well tostreptavidin-Flashplate, to allow biotinylated-substrate binding toplate. Plates were then washed 3 times with 150 μl/well PBS Ca⁺⁺/Mg⁺⁺free.

Detection: radioactivity counting in the Top-Count instrument.

In addition, the inhibiting activity of putative cdk/cyclin inhibitorsand the potency of selected compounds was determined through a method ofassay based on the use of a SPA (Scintillation Proximity Assay) 96 wellplate assay. The assay is based on the ability of streptavidin coatedSPA beads to capture a biotinylated peptide derived from aphosphorylation site of histone.

When a radioactivity labelled phosphate moiety was transferred by theser/threo kinase to the biotinylated histone peptide, light emitted wasmeasured in a scintillation counter.

The inhibition assay of cdk5/p25 activity was performed according to thefollowing protocol:

Kinase reaction: 1.0 μM biotinylated histone peptide substrate, 0.25 uCiP33g-ATP, 4 nM cdk5/p25 complex, 0-100 μM inhibitor in a final volume of100 μl buffer (Hepes 20 mM pH 7.5, MgCl2 15 mM, 1 mM DTT) were added toeach well of a 96 U bottom well plate. After 20 min at 37° C.incubation, the reaction was stopped by the addition of 500 ug SPA beadsin phosphate-buffered saline containing 0.1% Triton X-100, 50 uM ATP and5 mM EDTA. The beads were allowed to settle, and the radioactivityincorporated in the 33P-labelled peptide was detected in a Top Countscintillation counter.

Results: Data were analyzed and expressed as % Inhibition using theformula:

100×(1−(Unknown−Bkgd)/(Enz. Control−Bkgd))

IC50 values were calculated using a variation of the four parameterlogistics equation:

Y=100/[1+10{circumflex over ( )}((Log EC50−X)*Slope)]

Where X=log(uM) and Y=% Inhibition.

The compounds of formula (I) are therefore useful to restrict theunregulated proliferation of tumor cells, hence in therapy in thetreatment of various tumors such as, for instance, carcinomas, e.g.mammary carcinoma, lung carcinoma, bladder carcinoma, colon carcinoma,ovary and endometrial tumors, sarcomas, e.g. soft tissue and bonesarcomas, and the hematological malignancies such as, e.g., leukemias.

In addition, the compounds of formula (I) are also useful in thetreatment of other cell proliferative disorders such as psoriasis,vascular smooth cell proliferation associated with atherosclerosis andpost-surgical stenosis and restenosis and in the treatment ofAlzheimer's disease.

The compounds of the present invention can be administered either assingle agents or, alternatively, in combination with known anticancertreatments such as radiation therapy or chemotherapy regimen incombination with cytostatic or cytotoxic agents, antibiotic-type agents,alkylating agents, antimetabolite agents, hormonal agents, immunologicalagents, interferon-type agents, cyclooxygenase inhibitors (e.g. COX-2inhibitors), metallomatrixprotease inhibitors, telomerase inhibitors,tyrosine kinase inhibitors, anti-growth factor receptor agents, anti-HERagents, anti-EGFR agents, anti-angiogenesis agents, farnesyl transferaseinhibitors, ras-raf signal transduction pathway inhibitors, cell cycleinhibitors, other cdks inhibitors, tubulin binding agents, topoisomeraseI inhibitors, topoisomerase II inhibitors, and the like.

As an example, the compounds of the invention can be administered incombination with one or more chemotherapeutic agents such as, forinstance, taxane, taxane derivatives, encapsulated taxanes, CPT-11,camptothecin derivatives, anthracycline glycosides, e.g., doxorubicin,idarubicin, epirubicin, etoposide, navelbine, vinblastine, carboplatin,cisplatin, estramustine, celecoxib, Sugen SU-5416, Sugen SU-6668,Herceptin, and the like, optionally within liposomal formulationsthereof.

If formulated as a fixed dose, such combination products employ thecompounds of this invention within the dosage range described above andthe other pharmaceutically active agent within the approved dosagerange.

Compounds of formula (I) may be used sequentially with known anticanceragents when a combination formulation is inappropriate.

The compounds of formula (I) of the present invention, suitable foradministration to a mammal, e.g. to humans, can be administered by theusual routes and the dosage level depends upon the age, weight,conditions of the patient and the administration route.

For example, a suitable dosage adopted for oral administration of acompound of formula (I) may range from about 10 to about 500 mg prodose, from 1 to 5 times daily. The compounds of the invention can beadministered in a variety of dosage forms, e.g. orally, in the form oftablets, capsules, sugar or film coated tablets, liquid solutions orsuspensions; rectally in the form of suppositories; parenterally, e.g.intramuscularly, or by intravenous and/or intrathecal and/or intraspinalinjection or infusion.

The present invention also includes pharmaceutical compositionscomprising a compound of formula (I) or a pharmaceutically acceptablesalt thereof in association with a pharmaceutically acceptable excipient(which can be a carrier or a diluent).

The pharmaceutical compositions containing the compounds of theinvention are usually prepared following conventional methods and areadministered in a pharmaceutically suitable form.

For example, the solid oral forms may contain, together with the activecompound, diluents, e.g. lactose, dextrose, saccharose, sucrose,cellulose, corn starch or potato starch; lubricants, e.g. silica, talc,stearic acid, magnesium or calcium stearate, and/or polyethyleneglycols; binding agents, e.g. starches, arabic gum, gelatine;methylcellulose, carboxymethylcellulose or polyvinyl pyrrolidone;disaggregating agents, e.g. a starch, alginic acid, alginates or sodiumstarch glycolate; effervescing mixtures; dyestuffs; sweeteners; wettingagents such as lecithin, polysorbates, laurylsulphates; and, in general,non-toxic and pharmacologically inactive substances used inpharmaceutical formulations. Said pharmaceutical preparations may bemanufactured in known manner, for example, by means of mixing,granulating, tabletting, sugar-coating, or film-coating processes.

The liquid dispersions for oral administration may be e.g. syrups,emulsions and suspensions.

The syrups may contain as carrier, for example, saccharose or saccharosewith glycerine and/or mannitol and/or sorbitol.

The suspensions and the emulsions may contain as carrier, for example, anatural gum, agar, sodium alginate, pectin, methylcellulose,carboxymethylcellulose, or polyvinyl alcohol.

The suspension or solutions for intramuscular injections may contain,together with the active compound, a pharmaceutically acceptablecarrier, e.g. sterile water, olive oil, ethyl oleate, glycols, e.g.propylene glycol, and, if desired, a suitable amount of lidocainehydrochloride.

The solutions for intravenous injections or infusions may contain ascarrier, for example, sterile water or preferably they may be in theform of sterile, aqueous, isotonic saline solutions or they may containas a carrier propylene glycol.

The suppositories may contain together with the active compound apharmaceutically acceptable carrier, e.g. cocoa butter, polyethyleneglycol, a polyoxyethylene sorbitan fatty acid ester surfactant orlecithin.

The following examples are herewith intended to illustrate, withoutposing any limitation to, the present invention.

EXAMPLE 1 N-(3-formyl-1H-pyrrolo[2,3-b]pyridin-6-yl)acetamide

330 mg (2.48 mmol) of 1H-pyrrolo[2,3-b]pyridin-6-ylamine were dissolvedin 15 ml of acetic anhydride and heated at reflux under stirring. After6 hours the mixture was cooled down and 50 ml of aqueous sodiumbicarbonate were added.

The solution was maintained under stirring at room temperature for 6hours, then extracted with dichloromethane. The organic layer is driedover sodium sulfate and concentrated under vacuum, leading 480 mg (2.21mmol;89% yield) of N-(1-acetyl-1H-pyrrolo[2,3-b]pyridin-6-yl)acetamide.This intermediate was dissolved in 5 ml of acetic acid 33% in water and405 mg (2.87 mmol) of hexamethylenetetramine were added. After 12 hoursat 100° C. the mixture was poured in icy water and basified with aqueoussodium bicarbonate and extracted with dichloromethane. The organic layerwas then dried over sodium sulfate and evaporated to give 349 mg (60%yield) of the title compound.

¹H-NMR (400 MHz, DMSO-d₆) δ(ppm): 12.8 (s broad, 1H, NH); 10.39 (s, 1H,NHCO); 9.84 (s, 1H, CHO); 8.31 (d, J=8.2 Hz, 1H, CH-4); 8.3 (s, 1H,CH-2); 7.32 (d, J=8.2 Hz, 1H, CH-5); 2.09 (s, 3H, CH₃CO).

ESI (+) MS: m/z 204 (100, (M+H)⁺)

Employing the same method, but starting from6-chloro-1H-pyrrolo[2,3-b]pyridine, the following compound can beobtained:

6-chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde;

¹H-NMR (400 MHz, DMSO-d₆) δ(ppm): 12.8 (s broad, 1H, NH); 9.9 s, 1H,CHO); 8.47 (s, 1H, CH-2); 8.39 (d, J=8.2 Hz, 1H, CH-4); 7.32 (d, J=8.2Hz, 1H, CH-5).

ESI (−) MS: m/z 179 (100, (M+H)⁻)

Employing the same method, but starting from6-bromo-1H-pyrrolo[2,3-b]pyridine, the following compound was obtained:

6-bromo-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde;

¹H-NMR (400 MHz, DMSO-d₆) δ(ppm): 12.84 (s broad, 1H, NH); 9.91 (s, 1H,CHO); 8.46 (s, 1H, CH-2); 8.46 (d, J=8.2 Hz, 1H, CH-4); 7.45 (d, J=8.2Hz, 1H, CH-5).

ESI (−) MS: m/z 225 (100, (M+H)⁻)

Employing the same method, but starting from1H-pyrrolo[2,3-b]pyridin-6-yl benzoate, the following compound wasobtained:

3-formyl-1H-pyrrolo[2,3-b]pyridin-6-yl benzoate

¹H-NMR (400 MHz, DMSO-d₆) δ(ppm): 12.8 (s broad, 1H, NH); 9.93 (s, 1H,CHO); 8.52 (d, J=8.2, 1H, CH-4); 8.48 (s, 1H, CH-2); 8.15 (d, J=8.2 Hz,2H, orto-CH-phenyl); 7.76 (t, J=8.2 Hz, 1H, para-CH-phenyl); 7.62 (t,J=8.2 Hz, 2H, meta-CH-phenyl); 7.21 (d, J=8.2 Hz, 1H, para-CH-phenyl).

ESI (+) MS: m/z 267 (100, (M+H)⁺)

EXAMPLE 2 Preparation of3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid

A mixture of phenylacetic acid (0.0376 mol., 5.1 g) and1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (0.0376 mol., 5.5 g) in aceticanhydride (0.1881 mol., 17.7 ml) and Et3N (0.0376 mol., 5.2 ml) wasstirred at 100° C., for 6 hrs. The obtained solution was cooled to 50°C., quenched with conc. hydrochloric acid (10 ml) and extracted withEtOAc. The organic phase was extracted with 1 N NaOH.3-(1H-Pyrrolo[2,3-b]pyridin-3-yl) -2-phenyl-2-propenoic acid was thenprecipitated from the aqueous layer with conc. hydrochloric acid withice-cooling. Filtration and recrystallization from isopropyl alcohol ofthe crude product afforded 4,4 g of the desired compound as a whitesolid (44%), m.p. >230° C.

¹H-NMR (DMSO-d₆) δ ppm: 12.3 (s, 1H, COOH); 11.97 (s, 1H, NH pyrrole);8.19 (dd, 1H, pyridine); 7.99 (s, 1H, CH═C); 7.64 (dd, 1H, pyridine);7.2-7.5 (m, 5H, ph); 7.02 (dd, 1H, pyridine); 6.58 (d, 1H, pyrrole).

(M+H)⁺=265

Analogously, the following compounds can be prepared starting from thecorresponding aldehyde derivatives:

3-(6-acetylamino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-(6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid;

3-(6-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid;

3-(6-cyano-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid;

3-(6-hydroxy-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid;

3-[6-(aminomethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-{6-[(methylamino)methyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{6-[(benzylamino)methyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{6-[(benzoylamino)methyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

2-phenyl-3-{6-{[(phenylacetyl)amino]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

3-[6-(benzoyloxy)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-[6-(acetyloxy)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-[6-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-[6-(ethylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-[6-(isopropylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-[6-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-(6-anilino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid;

3-[6-(4-bromoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-[6-(3-hydroxyanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-{6-[4-(aminosulfonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{6-[4-(aminocarbonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-[6-(3-aminoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenoic acid;

2-phenyl-3-[6-(3-pyridinylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenoicacid;

2-phenyl-3-[6-(1,3-thiazol-2-ylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenoicacid;

3-[6-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-(6-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-[6-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-[6-(benzoylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-{6-[(4-bromobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{6-[(3-hydroxybenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{6-[(3-aminobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-[6-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

2-phenyl-3-{6-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

3-(6-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-(6-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-(6-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

2-phenyl-3-{6-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

3-{6-[(1H-indol-3-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{6-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

2-phenyl-3-{6-[(2-thienylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

3-{6-[([1,1′-biphenyl]-4-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{6-[([1,1′-biphenyl]-4-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{6-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

2-phenyl-3-{6-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

3-{6-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-(6-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-{6-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-(6-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-(6-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-(6-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

2-phenyl-3-{6-[(1-piperidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

2-phenyl-3-{6-[(1-pyrrolidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

3-(6-{[(4-methyl-1-piperazinyl)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-{6-[(4-morpholinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{6-[(ethoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{6-[(tert-butoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{6-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

2-phenyl-3-{6-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

2-phenyl-3-(6-{[(phenylsulfonyl)methyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

3-(6-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-{6-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-(4-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid;

3-(4-anilino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid;

3-[4-(4-bromoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-[4-(3-hydroxyanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-{4-[4-(aminosulfonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{4-[4-(aminocarbonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-[4-(3-aminoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

2-phenyl-3-[4-(3-pyridinylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenoicacid;

2-phenyl-3-[4-(1,3-thiazol-2-ylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenoicacid;

3-(4-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid;

3-[4-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-[4-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-[4-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-(4-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-[4-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-[4-(benzoylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-{4-[(4-bromobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{4-[(3-hydroxybenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{4-[(3-aminobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-[4-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

2-phenyl-3-{4-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

3-(4-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-(4-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-(4-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

2-phenyl-3-{4-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

3-{4-[(1H-indol-3-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{4-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

2-phenyl-3-{4-[(3-thienylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

3-{4-[([1,1′-biphenyl]-4-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{4-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

2-phenyl-3-{4-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

3-{4-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-(4-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-{4-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-(4-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-(4-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-(4-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

2-phenyl-3-{4-[(1-piperidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

2-phenyl-3-{4-[(1-pyrrolidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

3-(4-{[(4-methyl-1-piperazinyl)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-{4-[(4-morpholinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{4-[(ethoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{4-[(tert-butoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{4-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

2-phenyl-3-{4-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

3-{4-[(benzylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{4-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-(4-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-(5-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid;

3-[5-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-[5-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-[5-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-(5-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-[5-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-[5-(benzoylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

3-{5-[(4-bromobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{5-[(3-hydroxybenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{5-[(3-aminobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-[5-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid;

2-phenyl-3-{5-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

3-(5-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-(5-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-(5-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

2-phenyl-3-{5-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

3-{5-[(1H-indol-3-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{5-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

2-phenyl-3-{5-[(3-thienylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

(2E)-3-{5-[([1,1′-biphenyl]-4-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{5-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

2-phenyl-3-{5-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

3-{5-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-(5-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-{5-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-(5-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-(5-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-(5-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

2-phenyl-3-{5-[(1-piperidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

2-phenyl-3-{5-[(1-pyrrolidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

3-(5-{[(4-methyl-1-piperazinyl)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

3-{5-[(4-morpholinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{5-[(ethoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{5-[(tert-butoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{5-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

2-phenyl-3-{5-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid;

3-{5-[(benzylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-{5-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid;

3-(5-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;

2-(4-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;

3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(4-tolyl)-2-propenoic acid;

3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[2-(trifluoromethyl)phenyl]-2-propenoicacid;

2-(1-acetyl-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

2-(1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;

2-(3-fluoro-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

2-(2,3-dihydro-1H-inden-5-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

2-(3-pyridinyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;

2-(4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;

2-(4-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;

2-(2-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;

2-(2-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;

2-[1,1′-biphenyl]-4-yl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

2-(4-hydroxy-5-isopropyl-2-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

2-(4-hydroxy-3-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

2-(3-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;

2-(3-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;

2-(3-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;

2-(1,3-benzodioxol-5-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

2-(3,5-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

2-(3-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;

2-(4-butoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;

2-(3-chloro-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;

2-[4-(methylsulfonyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(4-ethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid

2-(3-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid

2-(2-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid

2-(3,4-dihydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(2-thienyl)-2-propenoic acid

2-(2-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid

2-(2-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid

2-(2-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid

2-(2,4-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(2-chloro-6-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(2,6-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(2,5-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(3,4-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(3,4,5-trimethoxyphenyl)-2-propenoicacid

3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[3-(trifluoromethyl)phenyl]-2-propenoicacid

3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[4-(trifluoromethyl)phenyl]-2-propenoicacid

2-[3,5-bis(trifluoromethyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(2,4-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(2,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(3,4-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(3,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-[4-(benzyloxy)-3-methoxyphenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(3-thienyl)-2-propenoic acid

2-(5-methoxy-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(1-naphthyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid

2-(3-methyl-1-benzothien-2-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(3,4-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(4-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid

2-[4-(acetylamino)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-[4-amino-phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid

2-(5-bromo-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(1-methyl-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(4-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid

2-[2,5-bis(trifluoromethyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(2,3,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-[5-(benzyloxy)-1H-indol-3-yl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(2-amino-1,3-thiazol-4-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-mesityl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid

3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[4-(trifluoromethoxy)phenyl]-2-propenoicacid

2-(3,5-ditert-butyl-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-[4-(2-amino-2-oxoethoxy)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-{4-[2-oxo-2-(1-pyrrolidinyl)ethoxy]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(3-hydroxy-5-methoxy-2-propylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-(4-phenoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid

2-[2-(4-chlorophenyl)-1,3-thiazol-4-yl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-{3-[(methylsulfonyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-{4-[(methylsulfonyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-[4-(1-pyrrolidinyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid

2-{4-[(2-amino-2-oxoethoxy)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid.

EXAMPLE 3 Preparation of3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

To a solution of 264 mg (1 mmol.) of3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid in 1.5 ml ofTHFd and 3 ml of DMFd was added 350 μl of N,N-diisopropylethylamine and154 mg (1.4 mmol.) of N-hydroxybenzotriazole ammonium salt. The obtainedmixture was cooled to −20° C. and 266 mg (1.4 mmol.) of1-(3-dimethylaminopropyl)-3-ethylcarbodiimide were added. The reactionmixture was stirred for 2 hours at −20° C. and then warmed to roomtemperature. After additional 12 hours, the organic layer was dilutedwith dichloromethane, washed with saturated sodium bicarbonate, brine,dried over sodium sulphate and evaporated. The residual solid wastriturated with EtOAc to afford 76 mg of the title compound as a whitesolid (yield 29%) m.p. 222-224° C.

¹H-NMR (DMSO-d₆) δ ppm: 11.79 (s, 1H, NH pyrrole); 8.19 (dd, 1H,pyridine); 7.82 (dd, 1H, pyridine); 7.76 (s, 1H, CH═C); 7.2-7.5 (m, 5H,ph); 7.04 (dd, 1H, pyridine); 6.3 (d, 1H, pyrrole); 7.1 (s, 1H, CONH ₂);6.7 (s, 1H, CONH ₂).

(M+H)⁺=264

Analogously the following compounds can be prepared starting from thecorresponding carboxylic acid:

3-(6-acetylamino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

3-(6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

3-(6-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

3-(6-cyano-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

3-(6-hydroxy-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

3-[6-(aminomethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

3-{6-[(methylamino)methyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

3-{6-[(benzylamino)methyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

N-({3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}methyl)benzamide;

2-phenyl-3-(6-{[(phenylacetyl)amino]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-ylbenzoate;

3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-ylacetate;

3-[6-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

3-[6-(ethylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

3-[6-(isopropylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

3-[6-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

3-(6-anilino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

3-[6-(4-bromoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

3-[6-(3-hydroxyanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

3-{6-[4-(aminosulfonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

4-({3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}amino)benzamide;

3-[6-(3-aminoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;

2-phenyl-3-[6-(3-pyridinylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;

2-phenyl-3-[6-(1,3-thiazol-2-ylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;

3-[6-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

3-(6-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

3-[6-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

3-{6-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

3-(6-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

3-{6-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

3-(6-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

3-(6-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

3-(6-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-1-piperidinecarboxamide;

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-4-methyl-1-piperazinecarboxamide;

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-4-morpholinecarboxamide;

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-1-pyrrolidinecarboxamide;

ethyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-ylcarbamate;

tert-butyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-ylcarbamate;

3-{6-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

2-phenyl-3-{6-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

2-phenyl-3-(6-{[(phenylsulfonyl)methyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;

3-(6-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

3-{6-[([,1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

3-(4-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-(4-anilino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-[4-(4-bromoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide

3-[4-(3-hydroxyanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide

3-{4-[4-(aminosulfonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

4-({3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}amino)benzamide

3-[4-(3-aminoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide

2-phenyl-3-[4-(3-pyridinylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide

2-phenyl-3-[4-(1,3-thiazol-2-ylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide

3-(4-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-[4-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide

3-[4-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide

3-[4-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide

3-(4-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-[4-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide

3-{4-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

3-(4-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-{4-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

3-(4-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-(4-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-(4-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1-piperidinecarboxamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1-pyrrolidinecarboxamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-4-methyl-1-piperazinecarboxamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-4-morpholinecarboxamide

1-ethyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-ylcarbamate

1-tert-butyl 3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1Hpyrrolo[2,3-b]pyridin-4-ylcarbamate

3-{4-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

2-phenyl-3-{4-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide

3-{4-[(benzylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

3-{4-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

3-(4-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-(5-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-[5-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide

3-[5-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide

3-[5-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide

3-(5-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-[5-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide

3-{5-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

3-(5-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-{5-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

3-(5-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-(5-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-(5-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-1-piperidinecarboxamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-1-pyrrolidinecarboxamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-4-methyl-1-piperazinecarboxamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-4-morpholinecarboxamide

ethyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-ylcarbamate

tert-butyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-ylcarbamate

3-{5-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

2-phenyl-3-{5-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide

3-{5-[(benzylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

3-{5-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

3-(5-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

2-(4-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(4-tolyl)-2-propenamide3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[2-(trifluoromethyl)phenyl]-2-propenamide

2-(1-acetyl-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(3-fluoro-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(2,3-dihydro-1H-inden-5-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(3-pyridinyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(4-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(2-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(2-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-[1,1′-biphenyl]-4-yl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(4-hydroxy-5-isopropyl-2-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(4-hydroxy-3-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(3-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(3-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(3-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(1,3-benzodioxol-5-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(3,5-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(3-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(4-butoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(3-chloro-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-[4-(methylsulfonyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(4-ethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(3-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(2-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(3,4-dihydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(2-thienyl)-2-propenamide

2-(2-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(2-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(2-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(2,4-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(2-chloro-6-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(2,6-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(2,5-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(3,4-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(3,4,5-trimethoxyphenyl)-2-propenamide

3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[3-(trifluoromethyl)phenyl]-2-propenamide

3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[4-(trifluoromethyl)phenyl]-2-propenamide

2-[3,5-bis(trifluoromethyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(2,4-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(2,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(3,4-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(3,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-[4-(benzyloxy)-3-methoxyphenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(3-thienyl)-2-propenamide

2-(5-methoxy-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(1-naphthyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(3-methyl-1-benzothien-2-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(3,4-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(4-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-[4-(acetylamino)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-[4-amino-phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(5-bromo-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(1-methyl-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(4-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-[2,5-bis(trifluoromethyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(2,3,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-[5-(benzyloxy)-1H-indol-3-yl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(2-amino-1,3-thiazol-4-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-mesityl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[4-(trifluoromethoxy)phenyl]-2-propenamide

2-(3,5-ditert-butyl-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-[4-(2-amino-2-oxoethoxy)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-{4-[2-oxo-2-(1-pyrrolidinyl)ethoxy]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(3-hydroxy-5-methoxy-2-propylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-(4-phenoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-[2-(4-chlorophenyl)-1,3-thiazol-4-yl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-{3-[(methylsulfonyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-{4-[(methylsulfonyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-[4-(1-pyrrolidinyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-{4-[(2-amino-2-oxoethyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

EXAMPLE 4 Preparation ofN-butyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

To a solution of 3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid (100 mg, 0.3784 mmol.) in 2 ml of DMFd were addedO-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoborate(121.5 mg, 0.3784 mmol.), N-hydroxybenzotriazole (51.1 mg, 0.3784 mmol)and N,N-diisopropylethylamine (129.2 μl, 0.7568 mmol). After stirring atroom temperature for 30 min., 34.5 μl (0.3784 mmol.) of n-butylaminewere added and the obtained solution was stirred at room temperature,for 24 hours. The resulting mixture was concentrated by evaporation ofthe solvent in vacuo, the residue was diluted with dichloromethanewashed with 1 N NaOH, 1 N HCl, brine, dried over sodium sulphate andevaporated. The residual solid was triturated with Et2O to afford 49 mgof the title compound as a white solid (yield 41%) m.p. 177-179° C.(dec.)

¹H-NMR (DMSO-d₆) δ ppm: 11.85 (s, 1H, NH pyrrole); 8.21 (dd, 1H,pyridine); 7.82 (dd, 1H, pyridine); 7.7 (s, 1H, CH═C); 7.2-7.5 (m, 5H,ph); 7.08 (dd, 1H, pyridine); 6.35 (d, 1H, pyrrole); 7.05 (s, 1H, CONH);3.14 (m, 2H, CH ₂CH₂CH₂CH₃); 1.4 (m, 2H, CH₂CH ₂CH₂CH₃); 1.24 (m, 2H,CH₂CH₂CH ₂CH₃); 0.86 (t, 3H, CH₂CH₂CH₂CH ₃).

(M+H)⁺=320

Analogously the following compounds can be prepared starting from3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid and thesuitable amine:

N-benzyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N-methyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N-(4-methoxyphenyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

1-(4-morpholinyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propen-1-one

N-(4-chlorophenyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N,N-dimethyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N-isopropyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

2-phenyl-1-(1-piperidinyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propen-1-one

N-[(3-aminomethyl)-pyridin]-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N-benzyl-N-methyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N-(1H-indazol-6-yl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N-(4-methoxybenzyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N-(4-chlorobenzyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N-furfuryl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N-(4-hydroxypiperidin)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N-(3-hydroxypiperidin)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N-(3-methoxyphenyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N,2-diphenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

3-[3-(4-methyl-1-piperazinyl)-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridine

N-[4-(dimethylamino)phenyl]-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N-(3-chlorophenyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N,N-diethyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

3-[3-(4-benzyl-1-piperazinyl)-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridine

2-[2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoyl]-1,2,3,4-tetrahydroisoquinoline

N-(tert-butoxy)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

N-hydroxy-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

EXAMPLE 53-(6-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

1 g (3.13 mmol) of3-(6-acetylamino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamidewas dissolved in 20 ml of methanol and 3.13 ml of sodium hydrate 1 Mwere added. The solution is maintained at room temperature for 5 hoursand then concentrated under vacuum. The residue was redissolved withdichloromethane and washed with water. The organic layer was finallydried over sodium sulfate and evaporated to give 696 mg (80% yield) ofthe title compound.

EXAMPLE 63-{6-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

500 mg (3.67 mmol) of phenylacetic acid were dissolved in 20 ml ofdichloromethane and 705 mg (3.67 mmol) ofN-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride were addedat 0° C. The mixture is maintained at the same temperature for 30minutes and then a solution of 680 mg (2.44 mmol) of3-(6-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-propenamide in 10 mlof dichloromethane was added dropwise. After 6 hours at room temperaturethe mixture was washed with aqueous sodium bicarbonate. The organiclayer was dried over sodium sulfate and evaporated. The residue waschromatographed on a silica gel column by using a mixturecyclohexane/ethylacetate 4/1 to give 626 mg (65% yield) of the titlecompound.

Analogously the following compounds can be prepared starting from3-(6-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide and thesuitable carboxylic acid:

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}benzamide;

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-4-bromobenzamide;

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-3-hydroxybenzamide;

3-amino-N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}benzamide;

3-[6-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;

2-phenyl-3-{6-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

3-(6-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

3-(6-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

3-(6-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;

2-phenyl-3-{6-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-1H-indole-3-carboxamide;

3-{6-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-2-thiophenecarboxamide;

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}[1,1′-biphenyl]-4-carboxamide;

3-{6-[([1,1′-biphenyl]-4-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

3-{6-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;

2-phenyl-3-{6-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}benzamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-4-bromobenzamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-3-hydroxybenzamide

3-amino-N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}benzamide

3-[4-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide

2-phenyl-3-{4-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide

3-(4-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-(4-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-(4-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

2-phenyl-3-{4-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-indole-3-carboxamide

3-{4-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-2-thiophenecarboxamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}[1,1′-biphenyl]-4-carboxamide

3-{4-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

2-phenyl-3-{4-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo(2,3-b]pyridin-5-yl}benzamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-4-bromobenzamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-3-hydroxybenzamide

3-amino-N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}benzamide

3-[5-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide

2-phenyl-3-{5-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide

3-(5-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-(5-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

3-(5-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

2-phenyl-3-{5-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-1H-indole-3-carboxamide

3-{5-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-2-thiophenecarboxamide

N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}[1,1′-biphenyl]-4-carboxamide

3-{5-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

2-phenyl-3-{5-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide

3-{6-[(2-naphthylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

2-(3-chloro-4-hydroxyphenyl)-3-{6-[(2-naphthylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide

3-{6-[(1-naphthylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide

2-(3-chloro-4-hydroxyphenyl)-3-{6-[(1-naphthylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide

2-phenyl-3-[6-({[4-(2-thienyl)phenyl]acetyl}amino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide

2-(3-chloro-4-hydroxyphenyl)-3-[6-({[4-(2-thienyl)phenyl]acetyl}amino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide

2-phenyl-3-[6-({[4-(3-thienyl)phenyl]acetyl}amino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide

2-(3-chloro-4-hydroxyphenyl)-3-[6-({[4-(3-thienyl)phenyl]acetyl}amino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide

3-(6-{[(3′,4′-difluoro[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

2-(3-chloro-4-hydroxyphenyl)-3-(6-{[(3′,4′-difluoro[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

3-(6-{[(5′-fluoro-2′-methoxy[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

2-(3-chloro-4-hydroxyphenyl)-3-(6-{[(5′-fluoro-2′-methoxy[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

3-(6-{[(2′,5′-difluoro[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

2-(3-chloro-4-hydroxyphenyl)-3-(6-{[(2′,5′-difluoro[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide

3-(6-{[(3′-ethoxy[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide

2-(3-chloro-4-hydroxyphenyl)-3-(6-{[(3′-ethoxy[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide.

All compounds were characterized by mass spectrometry (MS). LC-MSconfirmed that in each case the principle component had a molecular ioncorresponding to the expected product.

The compounds showed an HPLC area % ranging from 78 to 100.

HPLC analysis:

Solvent A: H20/CH3CN=90/10+0.1% TFA

Solvent B: H20/CH3CN=10/90+0.075% TFA

Time (min) % A % B 0 0 100 6.5 0 100 7 100 0 10 100 0

Rate: 1.5 ml/min

Detection: UV 254 nm

Temperature: room temperature

Column: Supelco™, Discovery RP Amide C16, 5□m, (50×4.6) mm

What is claimed is:
 1. A method for treating cell proliferativedisorders associated with an altered cell dependent kinase activity, byadministering to a mammal in need thereof an effective amount of a1H-pyrrolo[2,3-b]pyridine represented by formula (I):

wherein R is a hydrogen or halogen atom or a group selected from —CN,—OH, —OCOR₄, —(CH₂)_(n)NH₂, —(CH₂)_(n)NHR₄, —(CH₂)_(n)NHCOR₄,—(CH₂)_(n)NHCONR₄R₅, —(CH₂)_(n)NHCOOR₄, or —(CH₂)_(n)NHSO₂R₄, wherein nis either 0 or 1, R₄ and R₅ are, independently from each other, hydrogenor an optionally substituted group selected from alkyl, alkenyl,alkynyl, cycloalkyl, cycloalkylalkyl, cycloalkylalkenyl,cycloalkylalkynyl, heterocyclyl, heterocyclylalkyl, heterocyclylalkenyl,heterocyclylalkynyl, aryl, arylalkyl, arylalkenyl, arylalkynyl or, takentogether with the nitrogen atom to which they are bonded, form anoptionally substituted heterocyclyl group; R₁ is hydrogen or anoptionally substituted alkyl group; R₂ is an optionally substitutedgroup selected from alkyl or aryl; R₃ is hydrogen or a group selectedfrom —CONR₄R₅, —COOR₄, —CONHOR₄, —SO₂NHR₄, alkylsulphonylaminocarbonylor perfluorinated alkylsulphonylaminocarbonyl; wherein R₄ and R₅ havethe above reported meanings; or a pharmaceutically acceptable saltthereof.
 2. The method according to claim 1 wherein the cellproliferative disorder is selected from the group consisting of cancer,Alzheimer's disease, viral infections, auto-immune diseases andneurodegenerative disorders.
 3. The method according to claim 2 whereinthe cancer is selected from the group consisting of carcinoma,hematopoietic tumors of lymphoid lineage, hematopoietic tumors ofmyeloid lineage, tumors of mesenchymal origin, tumors of the central andperipheral nervous system, melanoma, seminoma, teratocarcinoma,osteosarcoma, xenoderoma pigmentosum, keratoctanthoma, thyroidfollicular cancer and Kaposi's sarcoma.
 4. The method according to claim1 wherein the cell proliferate disorder is selected from benign prostatehyperplasia, familial adenomatosis polyposis, neuro-fibromatosis,psoriasis, vascular smooth cell proliferation associated withatherosclerosis, pulmonary fibrosis, arthritis glomerulonephritis andpost-surgical stenosis and restenosis.
 5. The method according to claim1 which provides tumor angiogenesis and metastasis inhibition.
 6. A1H-pyrrolo[2,3-b]pyridine derivative represented by formula (I):

wherein R is a hydrogen or halogen atom or a group selected from —CN,—OH, —OCOR₄, —(CH₂)_(n)NH₂, —(CH₂)_(n)NHR₄, —(CH₂)_(n)NHCOR₄,—(CH₂)_(n)NHCONR₄R₅, —(CH₂)_(n)NHCOOR₄, or —(CH₂)_(n)NHSO₂R₄, wherein nis either 0 or 1, R₄ and R₅ are, independently from each other, hydrogenor an optionally substituted group selected from alkyl, alkenyl,alkynyl, cycloalkyl, cycloalkylalkyl, cycloalkylalkenyl,cycloalkylalkynyl, heterocyclyl, heterocyclylalkyl, heterocyclylalkenyl,heterocyclylalkynyl, aryl, arylalkyl, arylalkenyl, arylalkynyl or, takentogether with the nitrogen atom to which they are bonded, form anoptionally substituted heterocyclyl group; R₁ is hydrogen or anoptionally substituted alkyl group; R₂ is an optionally substitutedgroup selected from alkyl or aryl; R₃ is hydrogen or a group selectedfrom —CONR₄R₅, —COOR₄, —CONHOR₄, —SO₂NHR₄, alkylsulphonylaminocarbonylor perfluorinated alkylsulphonylaminocarbonyl; wherein R₄ and R₅ havethe above reported meanings; or a pharmaceutically acceptable saltthereof.
 7. A compound of formula (I) as defined in claim 6 wherein R ishydrogen, halogen, cyano, hydroxy or a group —OCOR₄, —(CH₂)_(n)NH₂,—(CH₂)_(n)NHR₄, —(CH₂)_(n)NHCOR₄, —(CH₂)_(n)NHCONR₄R₅,—(CH₂)_(n)NHCOOR₄, —(CH₂)_(n)NHSO₂R₄, wherein n is 0 or 1 and R₄ and R₅are, each independently, hydrogen or an optionally substituted groupselected from alkyl, heterocyclyl, aryl or arylalkyl or, taken togetherwith the nitrogen atom to which they are bonded, R₄ and R₅ form anoptionally substituted pyrrolidino, piperidino, piperazine or morpholinogroup; and R₁, R₂ and R₃ have the meanings reported in claim
 6. 8. Acompound of formula (I) as defined in claim 7 wherein R₃ is hydrogen ora group selected from —CONR₄R₅, —COOR₄ or —CONHOR₄ wherein R₄ and R₅ areas defined in claim
 6. 9. A 1H-pyrrolo[2,3-b]pyridine derivative,optionally in the form of a pharmaceutically acceptable salt, selectedfrom the group consisting of: 1.3-(6-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide; 2.3-(6-acetylamino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;3. 3-(6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide; 4.3-(6-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide; 5.3-(6-cyano-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide; 6.3-(6-hydroxy-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide; 7.3-[6-(aminomethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;8.3-{6-[(methylamino)methyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;9.3-{6-[(benzylamino)methyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;10.N-({3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}methyl)benzamide; 11.2-phenyl-3-(6-{[(phenylacetyl)amino]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;12. 3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-ylbenzoate; 13.3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-ylacetate; 14.3-[6-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;15.3-[6-(ethylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;16.3-[6-(isopropylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;17.3-[6-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;18. 3-(6-anilino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;19.3-[6-(4-bromoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;20.3-[6-(3-hydroxyanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;21.3-{6-[4-(aminosulfonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;22.4-({3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}amino)benzamide;23. 3-[6-(3-aminoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;24.2-phenyl-3-[6-(3-pyridinylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;25.2-phenyl-3-[6-(1,3-thiazol-2-ylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;26.3-[6-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;27.3-(6-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;28.3-[6-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;29.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}benzamide;30.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-4-bromobenzamide;31.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-3-hydroxybenzamide;32.3-amino-N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}benzamide;33.3-[6-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;34.2-phenyl-3-{6-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;35.3-(6-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;36.3-(6-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;37.3-(6-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;38.2-phenyl-3-{6-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;39.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-1H-indole-3-carboxamide;40.3-{6-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;41.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-2-thiophenecarboxamide;42.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}[1,1′-biphenyl]-4-carboxamide;43.3-{6-[([1,1′-biphenyl]-4-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;44.3-{6-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;45.2-phenyl-3-{6-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;46.3-{6-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;47.3-(6-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;48.3-{6-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;49.3-(6-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;50.3-(6-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;51.3-(6-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;52.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-1-piperidinecarboxamide;53.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-4-methyl-1-piperazinecarboxamide;54.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-4-morpholinecarboxamide;55.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-yl}-1-pyrrolidinecarboxamide;56. ethyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-ylcarbamate;57. tert-butyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-6-ylcarbamate;58.3-{6-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;59.2-phenyl-3-{6-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;60.2-phenyl-3-(6-{[(phenylsulfonyl)methyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;61.3-(6-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;62.3-{6-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;63. 3-(4-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;64. 3-(4-anilino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;65.3-[4-(4-bromoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;66.3-[4-(3-hydroxyanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;67.3-{4-[4-(aminosulfonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;68.4-({3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}amino)benzamide;69.3-[4-(3-aminoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;70.2-phenyl-3-[4-(3-pyridinylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;71.2-phenyl-3-[4-(1,3-thiazol-2-ylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;72. 3-(4-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;73.3-[4-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;74.3-[4-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;75.3-[4-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;76.3-(4-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;77.3-[4-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;78.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}benzamide;79.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-4-bromobenzamide;80.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-3-hydroxybenzamide;81.3-amino-N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}benzamide;82.3-[4-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;83.2-phenyl-3-{4-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;84.3-(4-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;85.3-(4-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;86.3-(4-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;87.2-phenyl-3-{4-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;88.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-indole-3-carboxamide;89.3-{4-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;90.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-2-thiophenecarboxamide;91.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}[1,1′-biphenyl]-4-carboxamide;92.3-{4-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;93.2-phenyl-3-{4-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;94.3-{4-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;95.3-(4-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;96.3-{4-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;97.3-(4-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;98.3-(4-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;99.3-(4-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;100.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1-piperidinecarboxamide;101.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1-pyrrolidinecarboxamide;102.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-4-methyl-1-piperazinecarboxamide;103.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-4-morpholinecarboxamide;104. 1-ethyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-ylcarbamate;105. 1-tert-butyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-4-ylcarbamate;106.3-{4-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;107.2-phenyl-3-{4-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;108.3-{4-[(benzylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;109.3-{4-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;110.3-(4-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;111. 3-(5-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;112.3-[5-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;113.3-[5-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;114.3-[5-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;115.3-(5-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;116.3-[5-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;117.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}benzamide;118.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-4-bromobenzamide;119.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-3-hydroxybenzamide;120.3-amino-N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}benzamide;121.3-[5-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenamide;122.2-phenyl-3-{5-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;123.3-(5-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;124.3-(5-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;125.3-(5-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;126.2-phenyl-3-{5-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;127.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-1H-indole-3-carboxamide;128.3-{5-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;129.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-2-thiophenecarboxamide;130.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}[1,1′-biphenyl]-4-carboxamide;131. 3-{5-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;132.2-phenyl-3-{5-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;133.3-{5-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;134.3-(5-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;135.3-{5-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;136.3-(5-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;137.3-(5-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;138.3-(5-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;139.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-1-piperidinecarboxamide;140.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5yl}-1-pyrrolidinecarboxamide;141.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-4-methyl-1-piperazinecarboxamide;142.N-{3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-4-morpholinecarboxamide;143. ethyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-ylcarbamate;144. tert-butyl3-[3-amino-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridin-5-ylcarbamate;145.3-{5-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;146.2-phenyl-3-{5-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;147.3-{5-[(benzylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;148.3-{5-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;149.3-(5-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;150. 3-(6-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 151.3-(6-acetylamino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 152.3-(6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid;153. 3-(6-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 154.3-(6-cyano-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid;155. 3-(6-hydroxy-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 156.3-[6-(aminomethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 157.3-{6-[(methylamino)methyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 158.3-{6-[(benzylamino)methyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 159.3-{6-[(benzoylamino)methyl]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 160.2-phenyl-3-(6-{[(phenylacetyl)amino]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 161.3-[6-(benzoyloxy)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 162.3-[6-(acetyloxy)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 163.3-[6-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 164.3-[6-(ethylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 165.3-[6-(isopropylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 166.3-[6-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 167.3-(6-anilino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid;168.3-[6-(4-bromoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 169.3-[6-(3-hydroxyanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 170.3-{6-[4-(aminosulfonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 171.3-{6-[4-(aminocarbonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 172.3-[6-(3-aminoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenoic acid;173.2-phenyl-3-[6-(3-pyridinylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenoicacid; 174.2-phenyl-3-[6-(1,3-thiazol-2-ylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenoicacid; 175.3-[6-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 176.3-(6-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 177.3-[6-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 178.3-[6-(benzoylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 179.3-{6-[(4-bromobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 180.3-{6-[(3-hydroxybenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 181.3-{6-[(3-aminobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 182.3-[6-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 183.2-phenyl-3-{6-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 184.3-(6-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 185.3-(6-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 186.3-(6-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 187.2-phenyl-3-{6-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 188.3-{6-[(1H-indol-3-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 189.3-{6-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 190.2-phenyl-3-{6-[(2-thienylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 191.3-{6-[([1,1′-biphenyl]-4-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 192.3-{6-[([1,1′-biphenyl]-4-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 193.3-{6-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 194.2-phenyl-3-{6-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 195.3-{6-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 196.3-(6-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 197.3-{6-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 198.3-(6-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 199.3-(6-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 200.3-(6-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 201.2-phenyl-3-{6-[(1-piperidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 202.2-phenyl-3-{6-[(1-pyrrolidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 203.3-(6-{[(4-methyl-1-piperazinyl)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-2-phenyl-2-propenoicacid; 204.3-{6-[(4-morpholinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 205.3-{6-[(ethoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 206.3-{6-[(tert-butoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 207.3-{6-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 208.2-phenyl-3-{6-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 209.2-phenyl-3-(6-{[(phenylsulfonyl)methyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 210.3-(6-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 211.3-{6-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 212.3-(4-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid;213. 3-(4-anilino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 214.3-[4-(4-bromoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 215.3-[4-(3-hydroxyanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 216.3-{4-[4-(aminosulfonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 217.3-{4-[4-(aminocarbonyl)anilino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 218.3-[4-(3-aminoanilino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 219.2-phenyl-3-[4-(3-pyridinylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenoicacid; 220.2-phenyl-3-[4-(1,3-thiazol-2-ylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenoicacid; 221.3-(4-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid;222.3-[4-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 223.3-[4-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 224.3-[4-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 225.3-(4-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 226.3-[4-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 227.3-[4-(benzoylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 228.3-{4-[(4-bromobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 229.3-{4-[(3-hydroxybenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 230.3-{4-[(3-aminobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 231.3-[4-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 232.2-phenyl-3-{4-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 233.3-(4-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 234.3-(4-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 235.3-(4-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 236.2-phenyl-3-{4-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 237.3-{4-[(1H-indol-3-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 238.3-{4-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 239.2-phenyl-3-{4-[(3-thienylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 240.3-{4-[([1,1′-biphenyl]-4-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 241.3-{4-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 242.2-phenyl-3-{4-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 243.3-{4-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 244.3-(4-{[(methylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 245.3-{4-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 246.3-(4-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 247.3-(4-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 248.3-(4-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 249.2-phenyl-3-{4-[(1-piperidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3yl}-2-propenoicacid; 250.2-phenyl-3-{4-[(1-pyrrolidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 251.3-(4-{[(4-methyl-1-piperazinyl)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 252.3-{4-[(4-morpholinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 253.3-{4-[(ethoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 254.3-{4-[(tert-butoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 255.3-{4-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 256.2-phenyl-3-{4-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 257.3-{4-[(benzylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 258.3-{4-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 259.3-(4-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 260.3-(5-amino-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoic acid;261.3-[5-(methylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 262.3-[5-(cyclohexylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 263.3-[5-(benzylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 264.3-(5-{[4-(aminosulfonyl)benzyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 265.3-[5-(acetylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 266.3-[5-(benzoylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 267.3-{5-[(4-bromobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 268.3-{5-[(3-hydroxybenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 269.3-{5-[(3-aminobenzoyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 270.3-[5-(butyrylamino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-phenyl-2-propenoicacid; 271.2-phenyl-3-{5-[(phenylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 272.3-(5-{[(3-hydroxyphenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 273.3-(5-{[(3-chlorophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 274.3-(5-{[(3-aminophenyl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 275.2-phenyl-3-{5-[(3-pyridinylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 276.3-{5-[(1H-indol-3-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 277.3-{5-[(1H-indol-3-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 278.2-phenyl-3-{5-[(3-thienylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 279.(2E)-3-{5-[([1,1′-biphenyl]-4-ylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 280.3-{5-[(1,3-oxazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 281.2-phenyl-3-{5-[(1,3-thiazol-2-ylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 282.3-{5-[(aminocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 283.3-(5-{[(methylamino)carbonyl]amino)}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 284.3-{5-[(anilinocarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 285.3-(5-{[(4-bromoanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 286.3-(5-{[(3-hydroxyanilino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 287.3-(5-{[(benzylamino)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 288.2-phenyl-3-{5-[(1-piperidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 289.2-phenyl-3-{5-[(1-pyrrolidinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 290.3-(5-{[(4-methyl-1-piperazinyl)carbonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid; 291.3-{5-[(4-morpholinylcarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 292.3-{5-[(ethoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 293.3-{5-[(tert-butoxycarbonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 294.3-{5-[(methylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 295.2-phenyl-3-{5-[(phenylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenoicacid; 296.3-{5-[(benzylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 297.3-{5-[([1,1′-biphenyl]-4-ylsulfonyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenoicacid; 298.3-(5-{[([1,1′-biphenyl]-4-ylmethyl)sulfonyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenoicacid;
 299. 2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;300. 2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid, 301.N-butyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide; 302.2-(4-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;303. 3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(4-tolyl)-2-propenoic acid;304.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[2-(trifluoromethyl)phenyl]-2-propenoicacid;
 305. 2-(1-acetyl-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid; 306.2-(1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;307. 2-(3-fluoro-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid; 308.2-(2,3-dihydro-1H-inden-5-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;
 309. 2-(3-pyridinyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 310.2-(4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;311. 2-(4-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 312.2-(2-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;313. 2-(2-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 314.2-[1,1′-biphenyl]-4-yl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 315.2-(4-hydroxy-5-isopropyl-2-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 316.2-(4-hydroxy-3-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 317.2-(3-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;318. 2-(3-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 319.2-(3-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;320.2-(1,3-benzodioxol-5-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 321.2-(3,5-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 322.2-(3-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;323. 2-(4-butoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 324.2-(3-chloro-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 325.2-[4-(methylsulfonyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 326.2-(4-ethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;327. 2-(3-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 328.2-(2-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;329.2-(3,4-dihydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;
 330. 3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(2-thienyl)-2-propenoicacid; 331.2-(2-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;332. 2-(2-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 333.2-(2-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;334.2-(2,4-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 335.2-(2-chloro-6-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 336.2-(2,6-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 337.2-(2,5-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 338.2-(3,4-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 339.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(3,4,5-trimethoxyphenyl)-2-propenoicacid; 340.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[3-(trifluoromethyl)phenyl]-2-propenoicacid; 341.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[4-(trifluoromethyl)phenyl]-2-propenoicacid; 342.2-[3,5-bis(trifluoromethyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 343.2-(2,4-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 344.2-(2,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 345.2-(3,4-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 346.2-(3,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 347.2-[4-(benzyloxy)-3-methoxyphenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;
 348. 3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(3-thienyl)-2-propenoicacid; 349.2-(5-methoxy-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;
 350. 2-(1-naphthyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 351.2-(3-methyl-1-benzothien-2-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 352.2-(3,4-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 353.2-(4-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;354.2-[4-(acetylamino)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 355.2-[4-amino-phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;356.2-(5-bromo-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 357.2-(1-methyl-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 358.2-(4-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;359.2-[2,5-bis(trifluoromethyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 360.2-(2,3,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 361.2-[5-(benzyloxy)-1H-indol-3-yl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 362.2-(2-amino-1,3-thiazol-4-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid;
 363. 2-mesityl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;364.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[4-(trifluoromethoxy)phenyl]-2-propenoicacid; 365.2-(3,5-ditert-butyl-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 366.2-[4-(2-amino-2-oxoethoxy)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 367.2-{4-[2-oxo-2-(1-pyrrolidinyl)ethoxy]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 368.2-(3-hydroxy-5-methoxy-2-propylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 369.2-(4-phenoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoic acid;370.2-[2-(4-chlorophenyl)-1,3-thiazol-4-yl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 371.2-{3-[(methylsulfonyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 372.2-{4-[(methylsulfonyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 373.2-[4-(1-pyrrolidinyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 374.2-{4-[(2-amino-2-oxoethyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoicacid; 375.2-(4-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide; 376.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(4-tolyl)-2-propenamide; 377.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[2-(trifluoromethyl)phenyl]-2-propenamide;378.2-(1-acetyl-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;379. 2-(1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;380.2-(3-fluoro-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;381.2-(2,3-dihydro-1H-inden-5-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;382. 2-(3-pyridinyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;383.2-(4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;384.2-(4-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;385.2-(2-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;386.2-(2-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;387.2-[1,1′-biphenyl]-4-yl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;388.2-(4-hydroxy-5-isopropyl-2-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;389.2-(4-hydroxy-3-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;390. 2-(3-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;391.2-(3-methoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;392. 2-(3-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;393.2-(1,3-benzodioxol-5-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;394.2-(3,5-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;395. 2-(3-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;396. 2-(4-butoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;397.2-(3-chloro-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;398.2-[4-(methylsulfonyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;399. 2-(4-ethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;400. 2-(3-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;401. 2-(2-methylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;402.2-(3,4-dihydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;403. 3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(2-thienyl)-2-propenamide; 404.2-(2-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide; 405.2-(2-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide; 406.2-(2-chlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-3-yl)-2-propenamide;407.2-(2,4-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;408.2-(2-chloro-6-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;409.2-(2,6-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;410.2-(2,5-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;411.2-(3,4-dichlorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;412.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(3,4,5-trimethoxyphenyl)-2-propenamide;413.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[3-(trifluoromethyl)phenyl]-2-propenamide;414.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[4-(trifluoromethyl)phenyl]-2-propenamide;415.2-[3,5-bis(trifluoromethyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;416.2-(2,4-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;417.2-(2,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;418.2-(3,4-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;419.2-(3,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;420.2-[4-(benzyloxy)-3-methoxyphenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;421. 3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(3-thienyl)-2-propenamide; 422.2-(5-methoxy-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;423. 2-(1-naphthyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;424.2-(3-methyl-1-benzothien-2-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;425.2-(3,4-dimethoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;426. 2-(4-bromophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;427.2-[4-(acetylamino)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;428. 2-[4-amino-phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;429.2-(5-bromo-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;430.2-(1-methyl-1H-indol-3-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;431. 2-(4-fluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;432.2-[2,5-bis(trifluoromethyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;433.2-(2,3,5-difluorophenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;434.2-[5-(benzyloxy)-1H-indol-3-yl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;435.2-(2-amino-1,3-thiazol-4-yl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;436. 2-mesityl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide; 437.3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-[4-(trifluoromethoxy)phenyl]-2-propenamide;438.2-(3,5-ditert-butyl-4-hydroxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;439.2-[4-(2-amino-2-oxoethoxy)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;440.2-{4-[2-oxo-2-(1-pyrrolidinyl)ethoxy]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;441.2-(3-hydroxy-5-methoxy-2-propylphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;442.2-(4-phenoxyphenyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;443.2-[2-(4-chlorophenyl)-1,3-thiazol-4-yl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;444.2-{3-[(methylsulfonyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;445.2-{4-[(methylsulfonyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;446.2-[4-(1-pyrrolidinyl)phenyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;447.2-{4-[(2-amino-2-oxoethyl)amino]phenyl}-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;448. N-benzyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;449.N-(4-methoxyphenyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;450.1-(4-morpholinyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propen-1-one451.N-(4-chlorophenyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;452.N,N-dimethyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;453.N-isopropyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;454.2-phenyl-1-(1-piperidinyl)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propen-1-one455.N-[(3-aminomethyl)-pyridin]-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;456.N-benzyl-N-methyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;457.N-(1H-indazol-6-yl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;458.N-(4-methoxybenzyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;459.N-(4-chlorobenzyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;460.N-[(1-ethyl-2-pyrrolidinyl)methyl]-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;461.N-furfuryl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;462.N-(4-hydroxypiperidin)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;463.N-(3-hydroxypiperidin)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;464.N-(3-methoxyphenyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;465. N,2-diphenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide; 466.3-[3-(4-methyl-1-piperazinyl)-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridine467.N-[4-(dimethylamino)phenyl]-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;468.N-(3-chlorophenyl)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;469.N,N-diethyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;470.3-[3-(4-benzyl-1-piperazinyl)-3-oxo-2-phenyl-1-propenyl]-1H-pyrrolo[2,3-b]pyridine471.2-[2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenoyl]-2,3,4-tetrahydroisoquinoline472.N-(tert-butoxy)-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;and 473.N-hydroxy-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide; 474.N-methyl-2-phenyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide; 475.3-{6-[(2-naphthylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;476.2-(3-chloro-4-hydroxyphenyl)-3-{6-[(2-naphthylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;477.3-{6-[(1-naphthylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-phenyl-2-propenamide;478.2-(3-chloro-4-hydroxyphenyl)-3-{6-[(1-naphthylacetyl)amino]-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-propenamide;479.2-phenyl-3-[6-({[4-(2-thienyl)phenyl]acetyl}amino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;480.2-(3-chloro-4-hydroxyphenyl)-3-[6-({[4-(2-thienyl)phenyl]acetyl}amino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;481.2-phenyl-3-[6-({[4-(3-thienyl)phenyl]acetyl}amino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;482.2-(3-chloro-4-hydroxyphenyl)-3-[6-({[4-(3-thienyl)phenyl]acetyl}amino)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-propenamide;483.3-(6-{[(3′,4′-difluoro[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;484.2-(3-chloro-4-hydroxyphenyl)-3-(6-{[(3′,4′-difluoro[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;485.3-(6-{[(5′-fluoro-2′-methoxy[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;486.2-(3-chloro-4-hydroxyphenyl)-3-(6-{[(5′-fluoro-2′-methoxy[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide; 487.3-(6-{[(2′,5′-difluoro[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;488.2-(3-chloro-4-hydroxyphenyl)-3-(6-{[(2′,5′-difluoro[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide;489.3-(6-{[(3′-ethoxy[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenyl-2-propenamide;490.2-(3-chloro-4-hydroxyphenyl)-3-(6-{[(3′-ethoxy[1,1′-biphenyl]-4-yl)acetyl]amino}-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-propenamide.10. A process for preparing the compounds of formula (I) according toclaim 6, or the pharmaceutically acceptable salts thereof, comprisingreacting a compound of formula (II)

wherein R and R₁ are as defined in claim 6, with a compound of formula(III)

wherein R₂ is as defined in claim 6 and X represents a hydrogen atom, a—COOH carboxy group or a derivative thereof such as —COOR₄ or —CONR₄R₅,wherein R₄ and R₅ are as defined in claim 6, thus obtaining a compoundof formula (I) wherein R, R₁ and R₂ are as defined above and R₃ is ahydrogen atom, a —COOH carboxy group or a derivative thereof such as—COOR₄ or —CONR₄R₅; and, if desired, converting the said compound offormula (I) into another compound of formula (I) and/or into a saltthereof.
 11. The process of claim 10 for preparing a compound of formula(I) as defined in claim 6 wherein R₃ is a COOH carboxy group whichcomprises reacting a compound of formula (II) with a compound of formula(III) wherein X is hydrogen.
 12. The process of claim 10 for preparing acompound of formula (I) as defined in claim 6 wherein R₃ is hydrogen,which process comprises reacting a compound of formula (II) with acompound of formula (III) wherein X is a —COOH carboxy group.
 13. Theprocess of claim 10 for preparing a compound of formula (I) as definedin claim 6 wherein R₃ is a carboxy derivative such as —CONR₄R₅ or—COOR₄, which process comprises reacting a compound of formula (II) witha compound of formula (III) wherein X is a —CONR₄R₅ or —COOR₄ group. 14.A pharmaceutical composition comprising the 1H-pyrrolo[2,3-b]pyridinederivative of formula (I) according to claim 6 and at least onepharmaceutically acceptable carrier and/or diluent.
 15. The method oftreatment of claim 1 wherein R₄ and R₅, taken together with the nitrogenatom to which they are bonded, form an optionally substitutedheterocyclyl group selected from the group consisting of pyrrolidine,piperidine, piperazine and morpholine.
 16. The product of claim 6wherein R₄ and R₅, taken together with the nitrogen atom to which theyare bonded, form an optionally substituted heterocyclyl group selectedfrom the group consisting of pyrrolidine, piperidine, piperazine andmorpholine.